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(2R,3R,4S,5S,6R)-2-[[(3S,8R,9R,10S,13R,14S,17R)-17-[(2R,5S)-5-ethyl-6-methylheptan-2-yl]-13,14-dimethyl-2,3,4,7,8,9,10,11,12,15,16,17-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 3a5de9a9-97aa-406a-903d-0f48f0762d9d
Taxonomy Lipids and lipid-like molecules > Steroids and steroid derivatives > Stigmastanes and derivatives
IUPAC Name (2R,3R,4S,5S,6R)-2-[[(3S,8R,9R,10S,13R,14S,17R)-17-[(2R,5S)-5-ethyl-6-methylheptan-2-yl]-13,14-dimethyl-2,3,4,7,8,9,10,11,12,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-3-yl]oxy]-6-(hydroxymethyl)oxane-3,4,5-triol
SMILES (Canonical)
SMILES (Isomeric)
InChI InChI=1S/C35H60O6/c1-7-22(20(2)3)9-8-21(4)27-15-17-35(6)28-13-10-23-18-24(11-12-25(23)26(28)14-16-34(27,35)5)40-33-32(39)31(38)30(37)29(19-36)41-33/h10,20-22,24-33,36-39H,7-9,11-19H2,1-6H3/t21-,22+,24+,25-,26-,27-,28-,29-,30-,31+,32-,33-,34-,35+/m1/s1
InChI Key SIJVQCAAUWJGMN-IKMVQOGTSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C35H60O6
Molecular Weight 576.80 g/mol
Exact Mass 576.43898963 g/mol
Topological Polar Surface Area (TPSA) 99.40 Ų
XlogP 7.60
Atomic LogP (AlogP) 5.85
H-Bond Acceptor 6
H-Bond Donor 4
Rotatable Bonds 9

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,8R,9R,10S,13R,14S,17R)-17-[(2R,5S)-5-ethyl-6-methylheptan-2-yl]-13,14-dimethyl-2,3,4,7,8,9,10,11,12,15,16,17-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 - 0.8377 83.77%
Blood Brain Barrier - 0.6000 60.00%
Human oral bioavailability - 0.8286 82.86%
Subcellular localzation Mitochondria 0.7468 74.68%
OATP2B1 inhibitior - 0.5800 58.00%
OATP1B1 inhibitior + 0.8364 83.64%
OATP1B3 inhibitior + 0.8152 81.52%
MATE1 inhibitior - 0.9612 96.12%
OCT2 inhibitior - 0.6500 65.00%
BSEP inhibitior - 0.8274 82.74%
P-glycoprotein inhibitior + 0.6199 61.99%
P-glycoprotein substrate - 0.5268 52.68%
CYP3A4 substrate + 0.6843 68.43%
CYP2C9 substrate - 0.8025 80.25%
CYP2D6 substrate - 0.8264 82.64%
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 + 0.5730 57.30%
CYP inhibitory promiscuity - 0.7103 71.03%
UGT catelyzed + 0.7000 70.00%
Carcinogenicity (binary) - 0.9700 97.00%
Carcinogenicity (trinary) Non-required 0.6820 68.20%
Eye corrosion - 0.9898 98.98%
Eye irritation - 0.9354 93.54%
Skin irritation - 0.5678 56.78%
Skin corrosion - 0.9452 94.52%
Ames mutagenesis - 0.7870 78.70%
Human Ether-a-go-go-Related Gene inhibition + 0.7169 71.69%
Micronuclear - 0.8400 84.00%
Hepatotoxicity - 0.6111 61.11%
skin sensitisation - 0.8978 89.78%
Respiratory toxicity + 0.7000 70.00%
Reproductive toxicity + 0.9000 90.00%
Mitochondrial toxicity - 0.5375 53.75%
Nephrotoxicity - 0.5746 57.46%
Acute Oral Toxicity (c) III 0.6774 67.74%
Estrogen receptor binding + 0.7727 77.27%
Androgen receptor binding + 0.7855 78.55%
Thyroid receptor binding - 0.5573 55.73%
Glucocorticoid receptor binding - 0.4644 46.44%
Aromatase binding + 0.5899 58.99%
PPAR gamma + 0.5495 54.95%
Honey bee toxicity - 0.7150 71.50%
Biodegradation - 0.8250 82.50%
Crustacea aquatic toxicity + 0.5050 50.50%
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 98.18% 97.25%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 97.89% 91.11%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 97.35% 96.09%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 97.33% 94.45%
CHEMBL3137262 O60341 LSD1/CoREST complex 95.37% 97.09%
CHEMBL4681 P42330 Aldo-keto-reductase family 1 member C3 92.09% 89.05%
CHEMBL2581 P07339 Cathepsin D 91.23% 98.95%
CHEMBL5608 Q16288 NT-3 growth factor receptor 88.42% 95.89%
CHEMBL218 P21554 Cannabinoid CB1 receptor 88.03% 96.61%
CHEMBL225 P28335 Serotonin 2c (5-HT2c) receptor 87.81% 89.62%
CHEMBL220 P22303 Acetylcholinesterase 87.59% 94.45%
CHEMBL3359 P21462 Formyl peptide receptor 1 87.13% 93.56%
CHEMBL5845 P23415 Glycine receptor subunit alpha-1 84.12% 90.71%
CHEMBL1994 P08235 Mineralocorticoid receptor 83.28% 100.00%
CHEMBL2996 Q05655 Protein kinase C delta 83.20% 97.79%
CHEMBL4227 P25090 Lipoxin A4 receptor 83.08% 100.00%
CHEMBL1806 P11388 DNA topoisomerase II alpha 82.38% 89.00%
CHEMBL226 P30542 Adenosine A1 receptor 81.19% 95.93%
CHEMBL1293249 Q13887 Kruppel-like factor 5 81.08% 86.33%
CHEMBL2335 P42785 Lysosomal Pro-X carboxypeptidase 80.89% 100.00%
CHEMBL1977 P11473 Vitamin D receptor 80.08% 99.43%

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.
Astragalus pterocephalus

Cross-Links

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PubChem 162977330
LOTUS LTS0007310
wikiData Q105253798