Cannabidivarinic Acid

Details

• Internal ID: 2da2bd71-7a46-4e54-843a-aeb0b48d056f
• Taxonomy: Benzenoids > Benzene and substituted derivatives > Benzoic acids and derivatives > Hydroxybenzoic acid derivatives
• IUPAC Name: 2,4-dihydroxy-3-[(1R,6R)-3-methyl-6-prop-1-en-2-ylcyclohex-2-en-1-yl]-6-propylbenzoic acid
• InChI: InChI=1S/C20H26O4/c1-5-6-13-10-16(21)18(19(22)17(13)20(23)24)15-9-12(4)7-8-14(15)11(2)3/h9-10,14-15,21-22H,2,5-8H2,1,3-4H3,(H,23,24)/t14-,15+/m0/s1
• InChI Key: CZXWOKHVLNYAHI-LSDHHAIUSA-N
• Popularity: 8 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₀H₂₆O₄
• Molecular Weight: 330.40 g/mol
• Exact Mass: 330.18310931 g/mol
• Topological Polar Surface Area (TPSA): 77.80 Ų
• XlogP: 5.50
• Atomic LogP (AlogP): 4.76
• H-Bond Acceptor: 3
• H-Bond Donor: 3
• Rotatable Bonds: 5

Synonyms

• 31932-13-5
• CBDVA
• YG5ED5JUB3
• DTXSID001019167
• 2,4-dihydroxy-3-[(1R,6R)-3-methyl-6-prop-1-en-2-ylcyclohex-2-en-1-yl]-6-propylbenzoic acid
• 2,4-dihydroxy-3-((1R,6R)-3-methyl-6-prop-1-en-2-ylcyclohex-2-en-1-yl)-6-propylbenzoic acid
• RefChem:31612
• DTXCID101477178
• Cannabidivarolic acid
• Cannabidivaric acid
• UNII-YG5ED5JUB3
• CHEMBL4538462
• Benzoic acid, 2,4-dihydroxy-3-((1R,6R)-3-methyl-6-(1-methylethenyl)-2-cyclohexen-1-yl)-6-propyl-
• beta-Resorcylic acid, 3-p-mentha-1,8-dien-3-yl-6-propyl-
• orb2814067
• SCHEMBL13214123
• SCHEMBL29730327
• .beta.-Resorcylic acid, 3-p-mentha-1,8-dien-3-yl-6-propyl-
• Cannabidivarinic acid (CBDVA) 100 microg/mL in Acetonitrile
• Cannabidivarinic acid (CBDVA) 1000 microg/mL in Acetonitrile
• BDBM50532213
• FC172560
• CS-0853933
• (1'R,2'R)-2,6-Dihydroxy-5'-methyl-2'-(prop-1-en-2-yl)-4-propyl-1',2',3',4'-tetrahydro[1,1'-biphenyl]-3-carboxylic acid
• 2,4-dihydroxy-3-[(1R,6R)-6-isopropenyl-3-methyl-cyclohex-2-en-1-yl]-6-propyl-benzoic acid

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9819	98.19%
Caco-2	+	0.5633	56.33%
Blood Brain Barrier	-	0.6750	67.50%
Human oral bioavailability	-	0.5429	54.29%
Subcellular localzation	Mitochondria	0.7651	76.51%
OATP2B1 inhibitior	-	0.5757	57.57%
OATP1B1 inhibitior	+	0.8930	89.30%
OATP1B3 inhibitior	+	0.9046	90.46%
MATE1 inhibitior	-	0.6800	68.00%
OCT2 inhibitior	-	0.8500	85.00%
BSEP inhibitior	-	0.7459	74.59%
P-glycoprotein inhibitior	-	0.7611	76.11%
P-glycoprotein substrate	-	0.6581	65.81%
CYP3A4 substrate	+	0.5417	54.17%
CYP2C9 substrate	-	0.6035	60.35%
CYP2D6 substrate	-	0.8953	89.53%
CYP3A4 inhibition	-	0.5594	55.94%
CYP2C9 inhibition	+	0.6409	64.09%
CYP2C19 inhibition	+	0.6921	69.21%
CYP2D6 inhibition	-	0.7762	77.62%
CYP1A2 inhibition	+	0.6540	65.40%
CYP2C8 inhibition	+	0.5834	58.34%
CYP inhibitory promiscuity	+	0.8645	86.45%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.7834	78.34%
Carcinogenicity (trinary)	Non-required	0.6738	67.38%
Eye corrosion	-	0.9876	98.76%
Eye irritation	-	0.6819	68.19%
Skin irritation	-	0.6718	67.18%
Skin corrosion	-	0.8798	87.98%
Ames mutagenesis	-	0.7200	72.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4235	42.35%
Micronuclear	-	0.7500	75.00%
Hepatotoxicity	+	0.5053	50.53%
skin sensitisation	-	0.5856	58.56%
Respiratory toxicity	+	0.5667	56.67%
Reproductive toxicity	+	0.6000	60.00%
Mitochondrial toxicity	+	0.5750	57.50%
Nephrotoxicity	-	0.7914	79.14%
Acute Oral Toxicity (c)	III	0.4850	48.50%
Estrogen receptor binding	+	0.6131	61.31%
Androgen receptor binding	+	0.5764	57.64%
Thyroid receptor binding	+	0.5920	59.20%
Glucocorticoid receptor binding	+	0.7720	77.20%
Aromatase binding	-	0.5620	56.20%
PPAR gamma	+	0.8439	84.39%
Honey bee toxicity	-	0.9394	93.94%
Biodegradation	-	0.9000	90.00%
Crustacea aquatic toxicity	-	0.7400	74.00%
Fish aquatic toxicity	+	1.0000	100.00%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	97.50%	91.11%
CHEMBL2581	P07339	Cathepsin D	96.57%	98.95%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	94.87%	96.09%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	85.21%	95.56%
CHEMBL335	P18031	Protein-tyrosine phosphatase 1B	84.24%	95.17%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	84.14%	96.95%
CHEMBL1293249	Q13887	Kruppel-like factor 5	83.47%	86.33%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	83.38%	90.71%
CHEMBL1806	P11388	DNA topoisomerase II alpha	82.69%	89.00%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	80.96%	95.89%
CHEMBL253	P34972	Cannabinoid CB2 receptor	80.94%	97.25%
CHEMBL3060	Q9Y345	Glycine transporter 2	80.06%	99.17%

Plants that contains it

• Cannabis sativa

Cross-Links

• PubChem: 59444387
• LOTUS: LTS0190769
• wikiData: Q104249111