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Details

Stereochemistry ABSOLUTE
Molecular Formula C19H26O2
Molecular Weight 286.4093
Optical Activity UNSPECIFIED
Defined Stereocenters 2 / 2
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of TETRAHYDROCANNABIVARIN

SMILES

CCCc1cc(c2[C@]3([H])C=C(C)CC[C@@]3([H])C(C)(C)Oc2c1)O

InChI

InChIKey=ZROLHBHDLIHEMS-HUUCEWRRSA-N
InChI=1S/C19H26O2/c1-5-6-13-10-16(20)18-14-9-12(2)7-8-15(14)19(3,4)21-17(18)11-13/h9-11,14-15,20H,5-8H2,1-4H3/t14-,15-/m1/s1

HIDE SMILES / InChI

Molecular Formula C19H26O2
Molecular Weight 286.4093
Charge 0
Count
Stereochemistry ABSOLUTE
Additional Stereochemistry No
Defined Stereocenters 2 / 2
E/Z Centers 0
Optical Activity UNSPECIFIED

Tetrahydrocannabivarin is a propyl analogue of tetrahydrocannabinol that acts as a Cannabinoid receptor type 1 antagonist and a partial agonist of Cannabinoid receptor type 2. Beyond the endocannabinoid system, Tetrahydrocannabivarin has also been reported to activate 5HT1A receptors to produce an antipsychotic effect that has therapeutic potential for ameliorating some of the negative, cognitive and positive symptoms of schizophrenia. Animal studies have shown that, like rimonabant, Tetrahydrocannabivarin reduces weight gain and food consumption in non-fasted mice but does not increase activity in the brain regions involved in emotion regulation. In another study, involving diet-induced obese mice, oral Tetrahydrocannabivarin reduced body fat content, increased energy expenditure, and reduced fasting insulin and 30-min insulin response to oral glucose tolerance test. In clinical trials THCV significantly decreased fasting plasma glucose and improved pancreatic β-cell function.

Approval Year

PubMed

PubMed

TitleDatePubMed
Cannabinoid actions at TRPV channels: effects on TRPV3 and TRPV4 and their potential relevance to gastrointestinal inflammation.
2012 Feb
Patents

Patents

Sample Use Guides

5 mg twice daily
Route of Administration: Oral
Substance Class Chemical
Created
by admin
on Fri Jun 25 22:34:24 UTC 2021
Edited
by admin
on Fri Jun 25 22:34:24 UTC 2021
Record UNII
I5YE3I47D8
Record Status Validated (UNII)
Record Version
  • Download
Name Type Language
TETRAHYDROCANNABIVARIN
Common Name English
CANNABIVAROL, .DELTA.9-TETRAHYDRO-
Common Name English
O-4394
Code English
6H-DIBENZO(B,D)PYRAN-1-OL, 6A,7,8,10A-TETRAHYDRO-6,6,9-TRIMETHYL-3-PROPYL-
Systematic Name English
6H-DIBENZO(B,D)PYRAN-1-OL, 6A,7,8,10A-TETRAHYDRO-6,6,9-TRIMETHYL-3-PROPYL-, (6AR,10AR)-
Systematic Name English
(-)-.DELTA.9-TRANS-TETRAHYDROCANNABIVARIN
Common Name English
.DELTA.9-TETRAHYDROCANNABIVARIN
Common Name English
THCV
Code English
THC-V
Common Name English
GWP42004
Code English
GWP-42004
Code English
Code System Code Type Description
WIKIPEDIA
TETRAHYDROCANNABIVARIN
Created by admin on Fri Jun 25 22:34:24 UTC 2021 , Edited by admin on Fri Jun 25 22:34:24 UTC 2021
PRIMARY
EVMPD
SUB128272
Created by admin on Fri Jun 25 22:34:24 UTC 2021 , Edited by admin on Fri Jun 25 22:34:24 UTC 2021
PRIMARY
DRUG BANK
DB11755
Created by admin on Fri Jun 25 22:34:24 UTC 2021 , Edited by admin on Fri Jun 25 22:34:24 UTC 2021
PRIMARY
CAS
28172-17-0
Created by admin on Fri Jun 25 22:34:24 UTC 2021 , Edited by admin on Fri Jun 25 22:34:24 UTC 2021
NON-SPECIFIC STEREOCHEMISTRY
FDA UNII
I5YE3I47D8
Created by admin on Fri Jun 25 22:34:24 UTC 2021 , Edited by admin on Fri Jun 25 22:34:24 UTC 2021
PRIMARY
CAS
31262-37-0
Created by admin on Fri Jun 25 22:34:24 UTC 2021 , Edited by admin on Fri Jun 25 22:34:24 UTC 2021
PRIMARY
PUBCHEM
93147
Created by admin on Fri Jun 25 22:34:24 UTC 2021 , Edited by admin on Fri Jun 25 22:34:24 UTC 2021
PRIMARY
Related Record Type Details
PARENT -> ACTIVE CONSTITUENT ALWAYS PRESENT
Delta-9-tetrahydrocannabinol class | Analgesic | Euphoriant