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[(2R,3S,4S,5R,6R)-6-[[(3S,8S,9S,10R,13R,14S,17R)-17-[(2R,5R)-5-ethyl-6-methylheptan-2-yl]-10,13-dimethyl-2,3,4,7,8,9,11,12,14,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-3-yl]oxy]-3,4,5-trihydroxyoxan-2-yl]methyl acetate

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 ab186b78-7be5-4c34-8538-84bc62d83038
Taxonomy Lipids and lipid-like molecules > Steroids and steroid derivatives > Stigmastanes and derivatives
IUPAC Name [(2R,3S,4S,5R,6R)-6-[[(3S,8S,9S,10R,13R,14S,17R)-17-[(2R,5R)-5-ethyl-6-methylheptan-2-yl]-10,13-dimethyl-2,3,4,7,8,9,11,12,14,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-3-yl]oxy]-3,4,5-trihydroxyoxan-2-yl]methyl acetate
SMILES (Canonical)
SMILES (Isomeric)
InChI InChI=1S/C37H62O7/c1-8-24(21(2)3)10-9-22(4)28-13-14-29-27-12-11-25-19-26(15-17-36(25,6)30(27)16-18-37(28,29)7)43-35-34(41)33(40)32(39)31(44-35)20-42-23(5)38/h11,21-22,24,26-35,39-41H,8-10,12-20H2,1-7H3/t22-,24-,26+,27+,28-,29+,30+,31-,32-,33+,34-,35-,36+,37-/m1/s1
InChI Key RTEUBSZYHBVWIG-DDIYWERMSA-N
Popularity 2 references in papers

Physical and Chemical Properties

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Molecular Formula C37H62O7
Molecular Weight 618.90 g/mol
Exact Mass 618.44955431 g/mol
Topological Polar Surface Area (TPSA) 105.00 Ų
XlogP 7.80
Atomic LogP (AlogP) 6.42
H-Bond Acceptor 7
H-Bond Donor 3
Rotatable Bonds 10

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of [(2R,3S,4S,5R,6R)-6-[[(3S,8S,9S,10R,13R,14S,17R)-17-[(2R,5R)-5-ethyl-6-methylheptan-2-yl]-10,13-dimethyl-2,3,4,7,8,9,11,12,14,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-3-yl]oxy]-3,4,5-trihydroxyoxan-2-yl]methyl acetate

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9450 94.50%
Caco-2 - 0.8585 85.85%
Blood Brain Barrier - 0.6500 65.00%
Human oral bioavailability - 0.7143 71.43%
Subcellular localzation Mitochondria 0.8291 82.91%
OATP2B1 inhibitior - 0.5751 57.51%
OATP1B1 inhibitior + 0.8992 89.92%
OATP1B3 inhibitior + 0.8305 83.05%
MATE1 inhibitior - 1.0000 100.00%
OCT2 inhibitior - 0.7026 70.26%
BSEP inhibitior + 0.7517 75.17%
P-glycoprotein inhibitior + 0.7134 71.34%
P-glycoprotein substrate + 0.5758 57.58%
CYP3A4 substrate + 0.7481 74.81%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8832 88.32%
CYP3A4 inhibition - 0.8585 85.85%
CYP2C9 inhibition - 0.7605 76.05%
CYP2C19 inhibition - 0.8202 82.02%
CYP2D6 inhibition - 0.9138 91.38%
CYP1A2 inhibition - 0.7844 78.44%
CYP2C8 inhibition + 0.5972 59.72%
CYP inhibitory promiscuity - 0.7486 74.86%
UGT catelyzed - 0.7000 70.00%
Carcinogenicity (binary) - 0.9700 97.00%
Carcinogenicity (trinary) Non-required 0.6813 68.13%
Eye corrosion - 0.9908 99.08%
Eye irritation - 0.9267 92.67%
Skin irritation + 0.4939 49.39%
Skin corrosion - 0.9447 94.47%
Ames mutagenesis - 0.8400 84.00%
Human Ether-a-go-go-Related Gene inhibition - 0.4307 43.07%
Micronuclear - 0.8300 83.00%
Hepatotoxicity - 0.7387 73.87%
skin sensitisation - 0.8841 88.41%
Respiratory toxicity + 0.8000 80.00%
Reproductive toxicity + 0.9111 91.11%
Mitochondrial toxicity + 0.5750 57.50%
Nephrotoxicity - 0.8811 88.11%
Acute Oral Toxicity (c) III 0.6283 62.83%
Estrogen receptor binding + 0.7762 77.62%
Androgen receptor binding + 0.7223 72.23%
Thyroid receptor binding - 0.6518 65.18%
Glucocorticoid receptor binding + 0.5871 58.71%
Aromatase binding + 0.6012 60.12%
PPAR gamma + 0.5809 58.09%
Honey bee toxicity - 0.7332 73.32%
Biodegradation - 0.6750 67.50%
Crustacea aquatic toxicity - 0.5305 53.05%
Fish aquatic toxicity + 0.9912 99.12%

Targets

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Proven Targets:

CHEMBL ID UniProt ID Name Min activity Assay type Source
No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID UniProt ID Name Probability Model accuracy
CHEMBL253 P34972 Cannabinoid CB2 receptor 99.07% 97.25%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 98.74% 96.09%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 98.11% 94.45%
CHEMBL2581 P07339 Cathepsin D 97.11% 98.95%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 95.96% 91.11%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 93.19% 95.89%
CHEMBL226 P30542 Adenosine A1 receptor 92.04% 95.93%
CHEMBL1994 P08235 Mineralocorticoid receptor 91.37% 100.00%
CHEMBL3359 P21462 Formyl peptide receptor 1 90.07% 93.56%
CHEMBL1806 P11388 DNA topoisomerase II alpha 89.84% 89.00%
CHEMBL3137262 O60341 LSD1/CoREST complex 88.81% 97.09%
CHEMBL1293249 Q13887 Kruppel-like factor 5 87.46% 86.33%
CHEMBL4227 P25090 Lipoxin A4 receptor 85.95% 100.00%
CHEMBL5608 Q16288 NT-3 growth factor receptor 85.41% 95.89%
CHEMBL5845 P23415 Glycine receptor subunit alpha-1 83.73% 90.71%
CHEMBL4681 P42330 Aldo-keto-reductase family 1 member C3 83.64% 89.05%
CHEMBL5028 O14672 ADAM10 83.41% 97.50%
CHEMBL5255 O00206 Toll-like receptor 4 82.61% 92.50%
CHEMBL3401 O75469 Pregnane X receptor 81.81% 94.73%
CHEMBL3060 Q9Y345 Glycine transporter 2 80.70% 99.17%

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

Cross-Links

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PubChem 162919488
LOTUS LTS0263481
wikiData Q105245107