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Cannabiripsol

Table of Contents

Details
Physical and Chemical Properties
Synonyms
2D Structure
3D Structure
ADMET Properties
Targets (proven and/or predicted)
Plants that contains it
Cross-Links

Details

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Internal ID b164bc9b-3812-4731-b9ed-067f7446dbad
Taxonomy Organoheterocyclic compounds > Benzopyrans > 1-benzopyrans > 2,2-dimethyl-1-benzopyrans
IUPAC Name (6aR,9S,10S,10aR)-6,6,9-trimethyl-3-pentyl-7,8,10,10a-tetrahydro-6aH-benzo[c]chromene-1,9,10-triol
SMILES (Canonical) CCCCCC1=CC(=C2C3C(CCC(C3O)(C)O)C(OC2=C1)(C)C)O
SMILES (Isomeric) CCCCCC1=CC(=C2[C@H]3[C@@H](CC[C@]([C@H]3O)(C)O)C(OC2=C1)(C)C)O
InChI InChI=1S/C21H32O4/c1-5-6-7-8-13-11-15(22)18-16(12-13)25-20(2,3)14-9-10-21(4,24)19(23)17(14)18/h11-12,14,17,19,22-24H,5-10H2,1-4H3/t14-,17-,19+,21+/m1/s1
InChI Key TZGCTXUTNDNTTE-DYZHCLJRSA-N
Popularity 3 references in papers

Physical and Chemical Properties

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Molecular Formula C21H32O4
Molecular Weight 348.50 g/mol
Exact Mass 348.23005950 g/mol
Topological Polar Surface Area (TPSA) 69.90 Ų
XlogP 4.10
Atomic LogP (AlogP) 3.90
H-Bond Acceptor 4
H-Bond Donor 3
Rotatable Bonds 4

Synonyms

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72236-32-9
4P2CG6T3K9
CHEMBL3586111
(6aR,9S,10S,10aR)-9,10-Dihydroxyhexahydrocannabinol
UNII-4P2CG6T3K9
SCHEMBL13214151
DTXSID90222552
BDBM50092342
(6AR,9S,10S,10AR)-6A,7,8,9,10,10A-HEXAHYDRO-6,6,9-TRIMETHYL-3-PENTYL-6H-DIBENZO(B,D)PYRAN-1,9,10-TRIOL
6H-DIBENZO(B,D)PYRAN-1,9,10-TRIOL, 6A,7,8,9,10,10A-HEXAHYDRO-6,6,9-TRIMETHYL-3-PENTYL-, (6AR,9S,10S,10AR)-
There are more than 10 synonyms. If you wish to see them all click here.

2D Structure

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2D Structure of Cannabiripsol

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9720 97.20%
Caco-2 + 0.6866 68.66%
Blood Brain Barrier - 0.5500 55.00%
Human oral bioavailability - 0.6571 65.71%
Subcellular localzation Mitochondria 0.6631 66.31%
OATP2B1 inhibitior - 0.8611 86.11%
OATP1B1 inhibitior + 0.8325 83.25%
OATP1B3 inhibitior + 0.9176 91.76%
MATE1 inhibitior - 1.0000 100.00%
OCT2 inhibitior - 0.9000 90.00%
BSEP inhibitior + 0.5592 55.92%
P-glycoprotein inhibitior - 0.7197 71.97%
P-glycoprotein substrate - 0.5442 54.42%
CYP3A4 substrate + 0.6992 69.92%
CYP2C9 substrate - 0.5761 57.61%
CYP2D6 substrate + 0.4203 42.03%
CYP3A4 inhibition - 0.7644 76.44%
CYP2C9 inhibition - 0.8530 85.30%
CYP2C19 inhibition - 0.7836 78.36%
CYP2D6 inhibition - 0.9188 91.88%
CYP1A2 inhibition - 0.5304 53.04%
CYP2C8 inhibition + 0.7289 72.89%
CYP inhibitory promiscuity - 0.8846 88.46%
UGT catelyzed + 0.7000 70.00%
Carcinogenicity (binary) - 0.9100 91.00%
Carcinogenicity (trinary) Non-required 0.6855 68.55%
Eye corrosion - 0.9908 99.08%
Eye irritation - 0.9638 96.38%
Skin irritation - 0.6904 69.04%
Skin corrosion - 0.9091 90.91%
Ames mutagenesis - 0.7537 75.37%
Human Ether-a-go-go-Related Gene inhibition - 0.5351 53.51%
Micronuclear - 0.8900 89.00%
Hepatotoxicity - 0.8073 80.73%
skin sensitisation - 0.7993 79.93%
Respiratory toxicity + 0.7778 77.78%
Reproductive toxicity + 0.8333 83.33%
Mitochondrial toxicity + 0.7500 75.00%
Nephrotoxicity - 0.6834 68.34%
Acute Oral Toxicity (c) III 0.6388 63.88%
Estrogen receptor binding + 0.6759 67.59%
Androgen receptor binding + 0.7600 76.00%
Thyroid receptor binding + 0.7093 70.93%
Glucocorticoid receptor binding + 0.8223 82.23%
Aromatase binding + 0.7241 72.41%
PPAR gamma + 0.7501 75.01%
Honey bee toxicity - 0.9252 92.52%
Biodegradation - 0.8500 85.00%
Crustacea aquatic toxicity + 0.6947 69.47%
Fish aquatic toxicity + 0.9646 96.46%

Targets

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Proven Targets:

CHEMBL ID UniProt ID Name Min activity Assay type Source
CHEMBL218 P21554 Cannabinoid CB1 receptor 5668 nM
 Ki
 PMID: 19969457
CHEMBL253 P34972 Cannabinoid CB2 receptor 2143 nM
 Ki
 PMID: 25218910

Predicted Targets (via Super-PRED):

CHEMBL ID UniProt ID Name Probability Model accuracy
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 98.45% 91.11%
CHEMBL253 P34972 Cannabinoid CB2 receptor 98.21% 97.25%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 96.68% 96.09%
CHEMBL2581 P07339 Cathepsin D 95.79% 98.95%
CHEMBL240 Q12809 HERG 94.25% 89.76%
CHEMBL2955 O95136 Sphingosine 1-phosphate receptor Edg-5 90.51% 92.86%
CHEMBL241 Q14432 Phosphodiesterase 3A 90.42% 92.94%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 90.24% 94.45%
CHEMBL218 P21554 Cannabinoid CB1 receptor 89.86% 96.61%
CHEMBL1994 P08235 Mineralocorticoid receptor 88.14% 100.00%
CHEMBL5608 Q16288 NT-3 growth factor receptor 87.94% 95.89%
CHEMBL1293249 Q13887 Kruppel-like factor 5 87.81% 86.33%
CHEMBL233 P35372 Mu opioid receptor 87.27% 97.93%
CHEMBL5845 P23415 Glycine receptor subunit alpha-1 87.23% 90.71%
CHEMBL3137262 O60341 LSD1/CoREST complex 86.84% 97.09%
CHEMBL4769 O95749 Geranylgeranyl pyrophosphate synthetase 86.75% 92.08%
CHEMBL2274 Q9H228 Sphingosine 1-phosphate receptor Edg-8 86.61% 100.00%
CHEMBL226 P30542 Adenosine A1 receptor 86.03% 95.93%
CHEMBL1806 P11388 DNA topoisomerase II alpha 85.85% 89.00%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 85.57% 92.62%
CHEMBL221 P23219 Cyclooxygenase-1 85.39% 90.17%
CHEMBL2996 Q05655 Protein kinase C delta 84.73% 97.79%
CHEMBL230 P35354 Cyclooxygenase-2 83.60% 89.63%
CHEMBL5203 P33316 dUTP pyrophosphatase 82.64% 99.18%
CHEMBL215 P09917 Arachidonate 5-lipoxygenase 82.34% 92.68%
CHEMBL2001 Q9H244 Purinergic receptor P2Y12 81.92% 96.00%
CHEMBL4793 Q86TI2 Dipeptidyl peptidase IX 81.74% 96.95%
CHEMBL4227 P25090 Lipoxin A4 receptor 81.73% 100.00%
CHEMBL5805 Q9NR97 Toll-like receptor 8 81.61% 96.25%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 80.73% 95.89%
CHEMBL4187 Q99250 Sodium channel protein type II alpha subunit 80.69% 95.50%

Plants that contains it

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Below are displayed all the plants proven (via scientific papers) to contain this compound!
To see more specific details click the taxa you are interested in.
Cannabis sativa
Phoebe grandis

Cross-Links

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PubChem 192007
NPASS NPC472800
ChEMBL CHEMBL3586111
LOTUS LTS0235930
wikiData Q104946084