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Active metabolite of Δ9-THC
11-Hydroxy-Δ9-tetrahydrocannabinol (11-OH-Δ9-THC, alternatively numbered as 7-OH-Δ1-THC), usually referred to as 11-hydroxy-THC within cannabis culture
11-Hydroxy-THC
Metabolite of delta-8-THC
11-Hydroxy-Δ8-tetrahydrocannabinol (11-hydroxy-Δ8-THC, alternatively numbered as 7-hydroxy-Δ6-THC) is an active metabolite of Δ8-THC, a psychoactive cannabinoid
11-Hydroxy-Δ8-THC
Minor metabolite of THC
3'-Hydroxy-THC (3'-OH-Δ9-THC) is a minor active metabolite of THC, the main psychoactive component of cannabis. It is one of a number of metabolites of
3'-Hydroxy-THC
Pharmaceutical compound
10-Hydroxy-THC (10α-OH-Δ8-THC) is a phytocannabinoid, identified in trace amounts as a component of Cannabis sativa in 2015. It has two epimers, 10α-THC
10-Hydroxy-THC
Main secondary metabolite of THC
(THC) which is formed in the body after cannabis is consumed. 11-COOH-THC is formed in the body by oxidation of the active metabolite 11-hydroxy-THC (11-OH-THC)
11-Nor-9-carboxy-THC
Psychoactive component of cannabis
"Delta9-tetrahydrocannabinol (THC), 11-hydroxy-THC, and 11-nor-9-carboxy-THC plasma pharmacokinetics during and after continuous high-dose oral THC". Clinical Chemistry
Tetrahydrocannabinol
Isomer of tetrahydrocannabinol
first convert ∆8-THC into 11-hydroxy-Δ8-tetrahydrocannabinol (11-OH-Δ8-THC). Next, dehydrogenase enzymes convert 11-OH-Δ8-THC into 11
Δ8-Tetrahydrocannabinol
Pharmaceutical compound
8-Hydroxyhexahydrocannabinol (8-OH-HHC) 9-Hydroxyhexahydrocannabinol (9-OH-HHC) 11-Hydroxyhexahydrocannabinol (11-OH-HHC) 10-Hydroxy-THC 10-Hydroxy-HHCP
10-Hydroxyhexahydrocannabinol
Synthesis of THC from CBD
metabolized into THC under acidic conditions in the stomach and then absorbed into the bloodstream. However, neither THC nor 11-hydroxy-THC have been detected
Conversion_of_CBD_to_THC
THC precursor
Tetrahydrocannabinolic acid (THCA, 2-COOH-THC; conjugate base tetrahydrocannabinolate) is a precursor of tetrahydrocannabinol (THC), an active component of cannabis
Tetrahydrocannabinolic_acid
Chemical compound
1'-Dimethylbutyl)-delta-8-THC itself binds 65nM at CB1. Structurally the only difference between JWH-133 and dimethylbutyl-D8-THC is that JWH-133 lacks the hydroxy group
JWH-133
Cis enantiomer of tetrahydrocannabidiol
cis-THC (also known as cis-delta-9-tetrahydrocannabinol and (-)-cis-Δ9-THC) is an isomer of tetrahydrocannabinol (THC) found in the Cannabis plant but
Cis-THC
Hydrogenated derivative of THC
up the delta isomer position on THCs structure. Delta-9-THC was discovered to partly metabolize into 11-hydroxy-THC and alpha,10 alpha-epoxy-hexahydrocannabinol
Hexahydrocannabinol
Methods of marijuana administration
with smoking. Δ9-THC is the primary component when inhaled, but when eaten the liver converts this to the more psychoactive 11-hydroxy-THC form. Cannabis
Cannabis_consumption
Index of chemical compounds with the same molecular formula
to: Bezisterim Cannabielsoin 11-Deoxycorticosterone 3'-Hydroxy-THC 10-Hydroxy-THC 11-Hydroxy-THC 11-Hydroxy-Delta-8-THC 7-Hydroxycannabidiol Hydroxyprogesterones
C21H30O3
Pharmaceutical compound
designer drug, first identified in Germany in December 2024. 10-Hydroxy-THC 10-Hydroxy-HHC Hexahydrocannabiphorol Tetrahydrocannabiphorol "European Drug
10-Hydroxy-HHCP
Synthetic cannabinoid
potency. 8-Hydroxyhexahydrocannabinol 9-Nor-9β-hydroxyhexahydrocannabinol 11-Hydroxyhexahydrocannabinol 11-Hydroxy-THC 11-Hydroxy-Delta-8-THC Cannabicitran
9-Hydroxyhexahydrocannabinol
(Δ9-THC), agonist; the primary active constituent of cannabis 11-hydroxy-Δ9-THC, agonist; an active metabolite of orally administered Δ9-THC; not technically
List_of_cannabinoids
Chemical compound
including 8-OH-HHC and 11-OH-HHC. C11-oxidation is the major pathway of THC and HHC metabolism. Like other 11-OH cannabinoid metabolites, 11-OH-9β-HHC
11-Hydroxyhexahydrocannabinol
Compounds found in cannabis
Inhibiting CYP 2C9 can extend intoxication. Δ9-THC is metabolized to 11-hydroxy-Δ9-THC and then 9-carboxy-THC, detectable in the body for weeks due to their
Cannabinoid
Mechanism of psychoactive drugs mimicking the symptoms of psychosis
cannabidiol (CBD), which inhibits P450 3A11's metabolic conversion of THC to 11-Hydroxy-THC, which is four times more psychoactive.p. 39 Carl Sagan used the
Psychotomimetism
Synthetic cannabinoid
Raj K Razdan et al. in the 1970s, with potent cannabinoid effects. 3'-Hydroxy-THC AM-905 Cannabicyclohexanol JWH-138 Parahexyl Tetrahydrocannabihexol THCP
1,2-Didehydro-3-oxo-THCO
Synthetic cannabinoid
regulated drug in Vermont designated as a "Hallucinogenic Drug." 11-Hydroxy-Delta-8-THC Nabilone CP 47,497 "HU-210" (PDF). Office of Diversion Control.
HU-210
Chemical compound
the same potency as THC, but also as a weak antagonist at CB2. 11-Hydroxyhexahydrocannabinol 11-Hydroxy-THC 11-Hydroxy-Delta-8-THC Cannabinodiol Yamamoto
11-Hydroxycannabinol
orally, the liver breaks down and metabolizes THC into the more potent 11-hydroxy-THC. Dry-herb vaporizers can be used to inhale cannabis in its flower form
Comparison of phytocannabinoids
Comparison_of_phytocannabinoids
Pharmaceutical compound
Tetrahydrocannabinol/cannabinol/cannabidiol (THC/CBN/CBD), sold under the brand name Zenivol and also known by its developmental code name ZTL-101, is
Tetrahydrocannabinol/cannabinol/cannabidiol
Tetrahydrocannabinol/cannabinol/cannabidiol
Generic name of Δ9-THC in medicine
Δ11-tetrahydrocannabinol. Cannabis portal Chemistry portal Cannabinoids 11-Hydroxy-THC, metabolite of THC Anandamide, 2-Arachidonoylglycerol, endogenous cannabinoids
Dronabinol
Pharmaceutical compound
Lumi-LSD, also known as 10-hydroxy-9,10-dihydro-LSD or as N,N-diethyl-9,10-dihydro-10-hydroxylysergamide, is a lysergamide and chemical degradation product
Lumi-LSD
Psychoactive drug from the cannabis plant
and in various traditional medicines for centuries. Tetrahydrocannabinol (THC) is the main psychoactive component of cannabis, which is one of the 483
Cannabis_(drug)
Species of plant
relatively low quantity of the psychoactive compound tetrahydrocannabinol (THC) and does not require a photoperiod to blossom (unlike C. indica and C. sativa)
Cannabis_ruderalis
Phytocannabinoid discovered in 1940
113 identified cannabinoids in Cannabis, along with tetrahydrocannabinol (THC), and accounts for up to 40% of the plant's extract. Medically, it is an
Cannabidiol
Plant species
of THC in the nervous system. Differences in the chemical composition of Cannabis varieties may produce different effects in humans. Synthetic THC, called
Cannabis_sativa
Cannabis sativa L. (marijuana; hemp) used medicinally
Metabolism of THC". Sapiensoup Blog. 21 December 2016. Archived from the original on 26 June 2021. Retrieved 1 November 2017. "11-Hydroxy-THC - Increased
Medical_cannabis
Chemical compound
cannabis use and use longer in the past. 3'-Hydroxy-THC 7-Hydroxycannabidiol 11-Hydroxy-Delta-8-THC 11-Nor-9-carboxy-THC Cannabitriol Cannabiripsol Pitt CG, Fowler
8,11-Dihydroxytetrahydrocannabinol
8,11-Dihydroxytetrahydrocannabinol
Designer drugs
designer drug molecules that bind to the same receptors to which cannabinoids (THC, CBD and many others) in cannabis plants attach. These novel psychoactive
Synthetic_cannabinoids
Chemical compound
4'-Fluorocannabidiol 8,9-Dihydrocannabidiol 8,11-Dihydroxytetrahydrocannabinol 11-Hydroxy-THC Cannabidiolic acid Cannabidiol dimethyl ether Delta-6-Cannabidiol HU-308
7-Hydroxycannabidiol
Chemical compound
confused with 11-nor-9β-hydroxyhexahydrocannabinol) is a cannabinoid first discovered from early modifications to the structure of THC, in a search for
9-Nor-9β-hydroxyhexahydrocannabinol
9-Nor-9β-hydroxyhexahydrocannabinol
Chemical compound
known as ajulemic acid, 1',1'-dimethylheptyl-delta-8-tetrahydrocannabinol-11-oic acid, DMH-D8-THC-11-OIC, AB-III-56, HU-239, IP-751, CPL 7075, CT-3, JBT-101
Lenabasum
Substances synthesized by John W. Huffman's research group
JL, Martin BR (December 2002). "1-Methoxy-, 1-deoxy-11-hydroxy- and 11-hydroxy-1-methoxy-Delta(8)-tetrahydrocannabinols: new selective ligands for the
List_of_JWH_cannabinoids
Species of plant
Southern Asia. The plant produces large amounts of tetrahydrocannabinol (THC) and tetrahydrocannabivarin (THCV), with total cannabinoid levels being much
Cannabis_indica
Chemical compound
analgesic drug which is a cannabinoid agonist. It is a derivative of Δ8-THC substituted with a dithiolane group on the 3-position side chain. AMG-3 is
AMG-3
Group of isomers
phytocannabinoid first isolated in 1966, an oxidation product of tetrahydrocannabinol (THC) which has been identified both as a trace component of cannabis and as a
Cannabitriol
Genus of flowering plants
often selectively to produce high or low levels of tetrahydrocannabinol (THC), a cannabinoid and the plant's principal psychoactive constituent. Compounds
Cannabis
Chemical compound
efficacy of some of its new formulations". British Journal of Pharmacology. 174 (11): 1349–1365. doi:10.1111/bph.13580. PMC 5429331. PMID 27539936. O'Sullivan
Palmitoylethanolamide
Proposed mechanism of cannabis compounds
that cannabis compounds, other than the cannabinoids tetrahydrocannabinol (THC) and cannabidiol (CBD), act synergistically with cannabinoids to modulate
Entourage_effect
Specific cannabis extract
the cannabinoids: tetrahydrocannabinol (THC) and cannabidiol (CBD). Each spray delivers a dose of 2.7 mg THC and 2.5 mg CBD. In 2003, GW Pharmaceuticals
Nabiximols
Homologue of tetrahydrocannabinol
Tetrahydrocannabivarin (THCV, THV, O-4394, GWP42004) is a homologue of tetrahydrocannabinol (THC) having a propyl (3-carbon) side chain instead of pentyl (5-carbon), making
Tetrahydrocannabivarin
Naturally-occurring cannabinoid
mechanism of action as other phytocannabinoids such as tetrahydrocannabinol (THC), it has a lower affinity for CB1 receptors, meaning that much higher doses
Cannabinol
Chemical compound (fatty acid neurotransmitter)
endocannabinoid system by binding to the same cannabinoid receptors that THC found in cannabis acts on. Anandamide can be found within tissues in a wide
Anandamide
Chemical compound
a synthetic cannabinoid which mimics the effects of naturally occurring THC (one of the psychoactive compounds found in cannabis). CP 55,940 was created
CP_55,940
Chemical compound
similar manner to THC, producing the active metabolite 11-hydroxy-DMHP, but the lipophilicity of DMHP is even higher than that of THC itself, giving it
Dimethylheptylpyran
Herbicide
Pseudomonas sp. strain ADP. Dealkylation of the amino groups gives 2-chloro-4-hydroxy-6-amino-1,3,5-triazine, the degradation of which is unknown. This path
Atrazine
Dietary supplement and medication
ultimately results in the down-regulation of pro-inflammatory interleukin-8 production. Nicotinamide at doses of 500 to 1000 mg a day decreases the risk
Nicotinamide
Chemical compound
Cardiovascular Diseases, Inflammation, and Gut Microbiota". Nutrients. 11 (8): 1826. doi:10.3390/nu11081826. PMC 6722810. PMID 31394805. de Pablos RM
Hydroxytyrosol
Natural bicyclic sesquiterpene
1023/a:1007178924408. PMID 11189747. S2CID 24242933. Russo, Ethan B (August 2011). "Taming THC: potential cannabis synergy and phytocannabinoid-terpenoid entourage effects:
Caryophyllene
metabolism of CBD. THC is converted rapidly to 11-hydroxy-THC, which is also pharmacologically active, so the euphoria outlasts measurable THC levels in blood
Effects_of_cannabis
Chemical compound
DHEA-S is hydroxylated by high CYP3A7 expression and activity into 16α-hydroxy-DHEA-S (16α-OH-DHEA-S) in the fetal liver and to a limited extent in the
Estriol
Primary female sex hormone
27-hydroxycholesterol, dehydroepiandrosterone (DHEA), 7-oxo-DHEA, 7α-hydroxy-DHEA, 16α-hydroxy-DHEA, 7β-hydroxyepiandrosterone, androstenedione (A4), androstenediol
Estrogen
Pharmaceutical compound
Tetrahydrocannabinol/cannabidiol (THC/CBD), also known as CanChew or MedChew, is a combination of the cannabinoids tetrahydrocannabinol (THC) and cannabidiol (CBD)
Tetrahydrocannabinol/cannabidiol
Tetrahydrocannabinol/cannabidiol
Chemical compound
parent drug and its omega-hydroxy and carboxyl metabolites. JWH-018 will not be detected by older methods employed for detecting THC and other cannabis terpenoids
JWH-018
Chemical compound
1210/jcem-62-3-536. PMID 3080464. Kloosterboer HJ, Schoonen WG, Verheul HA (11 April 2008). "Proliferation of Breast Cells by Steroid Hormones and Their
Estrone
Isoflavandiol estrogen metabolized from daidzein
production, such as conversion of daidzin to daidzein, or genistein to 5-Hydroxy-equol, the bacteria that achieve the complete conversion of daidzein to
Equol
Pharmaceutical combination
TZE-5323 U-11555A U-11634 Y-134 Zindoxifene Zuclomifene Antagonists (R,R)-THC 7β-Hydroxy-DHEA Chloroindazole Cytestrol acetate EM-800 (SCH-57050) Epitiostanol
Ethinylestradiol/levonorgestrel
Ethinylestradiol/levonorgestrel
Chemical compound
2-hydroxylation into 2-hydroxyestradiol, and by CYP2C9, CYP2C19, and CYP2C8 via 17β-hydroxy dehydrogenation into estrone, with various other cytochrome P450 (CYP)
Estradiol
Brazil's federal drug control statute
Tenamfetamine Tenocyclidine THC - except for registed products under allowed dosage mentioned in Class A3. TH-PVP TMA TFMPP UR-144 XLR-11 Zipeprol Phenylpropanolamine
Brazilian Controlled Drugs and Substances Act
Brazilian_Controlled_Drugs_and_Substances_Act
Chemical compound
activation stimulates skeletal muscle growth and regeneration". FASEB Journal. 26 (5): 1909–1920. doi:10.1096/fj.11-194779. PMID 22278942. S2CID 39692168.
8β-VE2
Chemical compound
TZE-5323 U-11555A U-11634 Y-134 Zindoxifene Zuclomifene Antagonists (R,R)-THC 7β-Hydroxy-DHEA Chloroindazole Cytestrol acetate EM-800 (SCH-57050) Epitiostanol
Acefluranol
Chemical compound
estradiol enanthate, levels of estradiol have been found to peak after 3 to 8 days. Maximal levels of estradiol after a 5 mg injection of estradiol enanthate
Estradiol_enanthate
Chemical compound
The chemical shape of coumestrol orients its two hydroxy groups in the same position as the two hydroxy groups in estradiol, allowing it to inhibit the
Coumestrol
Chemical compound
Endoxifen, also known as 4-hydroxy-N-desmethyltamoxifen, is a nonsteroidal selective estrogen receptor modulator (SERM) of the triphenylethylene group
Endoxifen
Chemical compound
(R,R)-Tetrahydrochrysene ((R,R)-THC) is a drug used to study the estrogen receptors (ERs) in scientific research. It is an ERβ antagonist and an ERα agonist
(R,R)-Tetrahydrochrysene
Mineralocorticoid steroid hormone
aldosterone excretion in man". J Clin Endocrinol Metab. 17 (8): 1005–8. doi:10.1210/jcem-17-8-1005. PMID 13449153. Elman R, Shatz BA, Keating RE, Weichselbaum
Aldosterone
Chemical compound
Finally, after forming the intermediate (7) by decarboxylation (d), falcarinol (8) was produced by hydroxylation (e) at the carbon 16 position that introduced
Falcarinol
Chemical compound
TZE-5323 U-11555A U-11634 Y-134 Zindoxifene Zuclomifene Antagonists (R,R)-THC 7β-Hydroxy-DHEA Chloroindazole Cytestrol acetate EM-800 (SCH-57050) Epitiostanol
Almestrone
Infertility treatment for women
4-hydroxyclomifene, and 4-hydroxy-N-desethylclomiphene as metabolites. Clomifene is a prodrug most importantly of 4-hydroxyclomifene and 4-hydroxy-N-desethylclomiphene
Clomifene
Chemical compound
17α-Epiestriol, or simply 17-epiestriol, also known as 16α-hydroxy-17α-estradiol or estra-1,3,5(10)-triene-3,16α,17α-triol, is a minor and weak endogenous
17α-Epiestriol
Chemical compound
(Ki = 0.78 nM) and CB2 receptor (Ki = 0.45 nM) and fully substitutes for Δ9-THC in rat discrimination studies, while being 16x more potent. Continuing the
AB-CHMINACA
Chemical compound
is neuroprotective after spinal cord injury". Journal of Neurotrauma. 26 (8): 1429–1434. doi:10.1089/neu.2008-0835. PMID 19371144. Vana, Adam C.; Li,
Arachidonyl trifluoromethyl ketone
Arachidonyl_trifluoromethyl_ketone
Chemical compound
and future prospects". F&S Reviews. 2 (1): 32–42. doi:10.1016/j.xfnr.2020.11.001. PMC 7894643. PMID 33615283. Yazdani N, Matthews Branch S (March 2018)
Enclomifene
Chemicals that can interfere with endocrine or hormonal systems
"Bisphenol A and risk of metabolic disorders". JAMA. 300 (11): 1353–1355. doi:10.1001/jama.300.11.1353. PMID 18799451. Buck Louis GM, Sundaram R, Sweeney
Endocrine_disruptor
Chemical compound
progestogens: influence of different routes of administration". Climacteric. 8 Suppl 1: 3–63. doi:10.1080/13697130500148875. PMID 16112947. S2CID 24616324
17α-Estradiol
Chemical compound
16β,17α-Epiestriol, or 16,17-epiestriol, also known as 16β-hydroxy-17α-estradiol, as well as estra-1,3,5(10)-triene-3,16β,17α-triol, is a minor and weak
16β,17α-Epiestriol
Pharmaceutical compound
as Δ9-tetrahydrocannabinol/palmitoylethanolamide (THC/PEA), is a combination of dronabinol (Δ9-THC), a cannabinoid CB1 and CB2 receptor agonist, and palmidrol
Dronabinol/palmidrol
Chemical compound
prohibited anabolic agent. List of investigational anxiolytics 7α-Hydroxy-DHEA 7β-Hydroxy-DHEA 7α-Hydroxyepiandrosterone 7β-Hydroxyepiandrosterone Bonetti
7-Keto-DHEA
Combination drug
TZE-5323 U-11555A U-11634 Y-134 Zindoxifene Zuclomifene Antagonists (R,R)-THC 7β-Hydroxy-DHEA Chloroindazole Cytestrol acetate EM-800 (SCH-57050) Epitiostanol
Bazedoxifene/conjugated estrogens
Bazedoxifene/conjugated_estrogens
Organic compound and a form of vitamin B3
ISBN 978-3-0348-6542-5. PMID 6357846. Blum R (2015). "Vitamins, 11. Niacin (Nicotinic Acid, Nicotinamide)". Vitamins, 11. Niacin (Nicotinic Acid, Nicotinamide. Ullmann's
Nicotinic_acid
Chemical compound
signaling. JWH-073 has been shown to produce behavioral effects very similar to THC in animals. Its effects are produced by binding and acting as an agonist
JWH-073
Chemical compound
synthetic aminoestrogen 17 beta-(5-hydroxy-1-pentylamino)-1,3,5(10)-estratrien-3-ol (pentolame)". Steroids. 63 (7–8): 433–8. doi:10.1016/s0039-128x(98)00046-4
Pentolame
11-fold for the gel and 7-fold for the patch, and the maximal difference in area-under-the-curve levels (total exposure) was 6-fold for the gel and 8-fold
Pharmacokinetics_of_estradiol
Chemical compound
as well as 16β-hydroxy-17β-estradiol, is a minor and weak endogenous estrogen, and the 16β-epimer of estriol (which is 16α-hydroxy-17β-estradiol). Epiestriol
Epiestriol
Chemical compound
estradiol for the ER, respectively. The affinity of another metabolite, 4-hydroxy-N-desmethyltoremifene, was not assessed. 4-Hydroxytoremifene showed about
Toremifene
Synthetic cannabinoid
adjunct analgesic for neuropathic pain. It mimics tetrahydrocannabinol (THC) and hexahydrocannabinol (HHC), two compounds found naturally in the plant
Nabilone
Class of chemical compounds
product of the phytocannabinoid, THC (C21H30O2), 11-hydroxy-THC (11-OH-THC: C21H30O3) are proposed to be a form in which THC may be stored within tissues
N-Acylethanolamine
Chemical compound
produces effects similar to those of cannabinoids such as tetrahydrocannabinol (THC) but has an entirely different chemical structure. WIN 55,212-2 is a potent
WIN_55,212-2
Innofem) – 0.5 mg, 1 mg, 2 mg Estradiol acetate (Femtrace) – 0.45 mg, 0.9 mg, 1.8 mg Synthetic conjugated estrogens (Cenestin, Enjuvia) – 0.3 mg, 0.45 mg, 0
List of estrogens available in the United States
List_of_estrogens_available_in_the_United_States
Dutch drug law
dioxaphetylbutyrate dipipanone DMHP (1,2-dimethylheptyl-delta-3-THC) drotebanol ecgonine (3-hydroxy-2-tropanecarbonic acid) MDEA (N-ethyl-3,4-methylenedioxyamphetamine)
Opium_Law
Xenoestrogens produced by fungi
two zearalenol metabolites. This process is catalyzed by 3 α- and 3 β-hydroxy steroid dehydrogenase (HSD). CYP450 enzymes will then catalyze aromatic
Mycoestrogen
Chemical compound
receptor 1 Agonists (abridged, full list) 2-AG 2-AGE (noladin ether) 11-Hydroxy-THC α-Amyrin · β-Amyrin AB-CHMINACA AM-1172 AM-1220 AM-1221 AM-1235 AM-2201
Docosatetraenoylethanolamide
Chemical compound
TZE-5323 U-11555A U-11634 Y-134 Zindoxifene Zuclomifene Antagonists (R,R)-THC 7β-Hydroxy-DHEA Chloroindazole Cytestrol acetate EM-800 (SCH-57050) Epitiostanol
Prodiame
Chemical compound
glutamic acid- and leucine-rich protein 1. ERX-11 blocked estradiol-induced proliferation in 8 of 8 ER-positive breast cancer cell lines, with IC50Tooltip
ERX-11
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