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(2R,3R,4S,5S,6R)-2-[[(3S,8S,9S,10R,13R,14S,17R)-17-[(E,2R,5R)-5-ethyl-6,6-dimethylhept-3-en-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]-6-(hydroxymethyl)oxane-3,4,5-triol

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 d32be357-b7a5-4ab8-b761-e681730b651b
Taxonomy Lipids and lipid-like molecules > Steroids and steroid derivatives > Stigmastanes and derivatives
IUPAC Name (2R,3R,4S,5S,6R)-2-[[(3S,8S,9S,10R,13R,14S,17R)-17-[(E,2R,5R)-5-ethyl-6,6-dimethylhept-3-en-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]-6-(hydroxymethyl)oxane-3,4,5-triol
SMILES (Canonical)
SMILES (Isomeric)
InChI InChI=1S/C36H60O6/c1-8-22(34(3,4)5)10-9-21(2)26-13-14-27-25-12-11-23-19-24(15-17-35(23,6)28(25)16-18-36(26,27)7)41-33-32(40)31(39)30(38)29(20-37)42-33/h9-11,21-22,24-33,37-40H,8,12-20H2,1-7H3/b10-9+/t21-,22-,24+,25+,26-,27+,28+,29-,30-,31+,32-,33-,35+,36-/m1/s1
InChI Key FNGFDRHLEQKDDQ-CDMWDEQPSA-N
Popularity 2 references in papers

Physical and Chemical Properties

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Molecular Formula C36H60O6
Molecular Weight 588.90 g/mol
Exact Mass 588.43898963 g/mol
Topological Polar Surface Area (TPSA) 99.40 Ų
XlogP 7.40
Atomic LogP (AlogP) 6.02
H-Bond Acceptor 6
H-Bond Donor 4
Rotatable Bonds 7

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of (2R,3R,4S,5S,6R)-2-[[(3S,8S,9S,10R,13R,14S,17R)-17-[(E,2R,5R)-5-ethyl-6,6-dimethylhept-3-en-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]-6-(hydroxymethyl)oxane-3,4,5-triol

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.8941 89.41%
Caco-2 - 0.8314 83.14%
Blood Brain Barrier - 0.6000 60.00%
Human oral bioavailability - 0.7571 75.71%
Subcellular localzation Mitochondria 0.7468 74.68%
OATP2B1 inhibitior - 0.8600 86.00%
OATP1B1 inhibitior + 0.8791 87.91%
OATP1B3 inhibitior + 0.8152 81.52%
MATE1 inhibitior - 0.9612 96.12%
OCT2 inhibitior - 0.6500 65.00%
BSEP inhibitior - 0.6242 62.42%
P-glycoprotein inhibitior + 0.6918 69.18%
P-glycoprotein substrate - 0.5132 51.32%
CYP3A4 substrate + 0.7286 72.86%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8283 82.83%
CYP3A4 inhibition - 0.7938 79.38%
CYP2C9 inhibition - 0.7682 76.82%
CYP2C19 inhibition - 0.8388 83.88%
CYP2D6 inhibition - 0.9187 91.87%
CYP1A2 inhibition - 0.8052 80.52%
CYP2C8 inhibition + 0.6034 60.34%
CYP inhibitory promiscuity - 0.7103 71.03%
UGT catelyzed + 0.6000 60.00%
Carcinogenicity (binary) - 0.9700 97.00%
Carcinogenicity (trinary) Non-required 0.6820 68.20%
Eye corrosion - 0.9898 98.98%
Eye irritation - 0.9380 93.80%
Skin irritation - 0.5678 56.78%
Skin corrosion - 0.9452 94.52%
Ames mutagenesis - 0.8414 84.14%
Human Ether-a-go-go-Related Gene inhibition + 0.7323 73.23%
Micronuclear - 0.8400 84.00%
Hepatotoxicity - 0.7832 78.32%
skin sensitisation - 0.8978 89.78%
Respiratory toxicity + 0.7778 77.78%
Reproductive toxicity + 0.9000 90.00%
Mitochondrial toxicity - 0.5375 53.75%
Nephrotoxicity - 0.9155 91.55%
Acute Oral Toxicity (c) III 0.6774 67.74%
Estrogen receptor binding + 0.7331 73.31%
Androgen receptor binding + 0.7228 72.28%
Thyroid receptor binding - 0.5496 54.96%
Glucocorticoid receptor binding + 0.6279 62.79%
Aromatase binding + 0.5739 57.39%
PPAR gamma + 0.6235 62.35%
Honey bee toxicity - 0.7054 70.54%
Biodegradation - 0.7250 72.50%
Crustacea aquatic toxicity + 0.5200 52.00%
Fish aquatic toxicity + 0.9772 97.72%

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 99.63% 97.25%
CHEMBL226 P30542 Adenosine A1 receptor 98.66% 95.93%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 98.04% 96.09%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 97.30% 91.11%
CHEMBL2581 P07339 Cathepsin D 96.82% 98.95%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 94.31% 94.45%
CHEMBL3137262 O60341 LSD1/CoREST complex 92.90% 97.09%
CHEMBL3359 P21462 Formyl peptide receptor 1 92.79% 93.56%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 91.10% 95.89%
CHEMBL1994 P08235 Mineralocorticoid receptor 90.53% 100.00%
CHEMBL237 P41145 Kappa opioid receptor 89.98% 98.10%
CHEMBL5608 Q16288 NT-3 growth factor receptor 88.86% 95.89%
CHEMBL4227 P25090 Lipoxin A4 receptor 87.49% 100.00%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 84.93% 97.14%
CHEMBL1806 P11388 DNA topoisomerase II alpha 84.47% 89.00%
CHEMBL1977 P11473 Vitamin D receptor 83.99% 99.43%
CHEMBL1293249 Q13887 Kruppel-like factor 5 83.83% 86.33%
CHEMBL3060 Q9Y345 Glycine transporter 2 82.09% 99.17%
CHEMBL218 P21554 Cannabinoid CB1 receptor 82.01% 96.61%
CHEMBL2274 Q9H228 Sphingosine 1-phosphate receptor Edg-8 81.18% 100.00%
CHEMBL2335 P42785 Lysosomal Pro-X carboxypeptidase 81.03% 100.00%
CHEMBL3401 O75469 Pregnane X receptor 80.96% 94.73%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 80.77% 95.56%
CHEMBL4051 P13569 Cystic fibrosis transmembrane conductance regulator 80.43% 95.71%
CHEMBL202 P00374 Dihydrofolate reductase 80.12% 89.92%

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.
Ocimum basilicum

Cross-Links

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PubChem 163036980
LOTUS LTS0008767
wikiData Q104998286