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(1S,3R,8S,9S,10R,11R,13R,14S,17R)-10,13-dimethyl-17-[(1S)-1-[(1R,2R)-2-methyl-2-[(2R)-3-methylbutan-2-yl]cyclopropyl]ethyl]-2,3,4,7,8,9,11,12,14,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthrene-1,3,11-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 e3f14abe-5f84-429a-825f-b36e09cbcec5
Taxonomy Lipids and lipid-like molecules > Steroids and steroid derivatives > Gorgostanes and derivatives
IUPAC Name (1S,3R,8S,9S,10R,11R,13R,14S,17R)-10,13-dimethyl-17-[(1S)-1-[(1R,2R)-2-methyl-2-[(2R)-3-methylbutan-2-yl]cyclopropyl]ethyl]-2,3,4,7,8,9,11,12,14,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthrene-1,3,11-triol
SMILES (Canonical) CC(C)C(C)C1(CC1C(C)C2CCC3C2(CC(C4C3CC=C5C4(C(CC(C5)O)O)C)O)C)C
SMILES (Isomeric) C[C@@H]([C@H]1CC[C@@H]2[C@@]1(C[C@H]([C@H]3[C@H]2CC=C4[C@@]3([C@H](C[C@@H](C4)O)O)C)O)C)[C@H]5C[C@]5(C)[C@H](C)C(C)C
InChI InChI=1S/C30H50O3/c1-16(2)18(4)28(5)14-24(28)17(3)22-10-11-23-21-9-8-19-12-20(31)13-26(33)30(19,7)27(21)25(32)15-29(22,23)6/h8,16-18,20-27,31-33H,9-15H2,1-7H3/t17-,18+,20+,21-,22+,23-,24+,25+,26-,27+,28+,29+,30+/m0/s1
InChI Key GFTDOJBAYREBOK-JIQXPQCSSA-N
Popularity 1 reference in papers

Physical and Chemical Properties

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Molecular Formula C30H50O3
Molecular Weight 458.70 g/mol
Exact Mass 458.37599545 g/mol
Topological Polar Surface Area (TPSA) 60.70 Ų
XlogP 6.60
Atomic LogP (AlogP) 5.82
H-Bond Acceptor 3
H-Bond Donor 3
Rotatable Bonds 4

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of (1S,3R,8S,9S,10R,11R,13R,14S,17R)-10,13-dimethyl-17-[(1S)-1-[(1R,2R)-2-methyl-2-[(2R)-3-methylbutan-2-yl]cyclopropyl]ethyl]-2,3,4,7,8,9,11,12,14,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthrene-1,3,11-triol

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9936 99.36%
Caco-2 - 0.6351 63.51%
Blood Brain Barrier + 0.6000 60.00%
Human oral bioavailability + 0.5429 54.29%
Subcellular localzation Lysosomes 0.5021 50.21%
OATP2B1 inhibitior - 0.7223 72.23%
OATP1B1 inhibitior + 0.8784 87.84%
OATP1B3 inhibitior + 0.9603 96.03%
MATE1 inhibitior - 1.0000 100.00%
OCT2 inhibitior - 0.7250 72.50%
BSEP inhibitior + 0.6366 63.66%
P-glycoprotein inhibitior - 0.5842 58.42%
P-glycoprotein substrate + 0.6705 67.05%
CYP3A4 substrate + 0.6807 68.07%
CYP2C9 substrate - 0.6499 64.99%
CYP2D6 substrate - 0.6843 68.43%
CYP3A4 inhibition - 0.8661 86.61%
CYP2C9 inhibition - 0.7930 79.30%
CYP2C19 inhibition - 0.8327 83.27%
CYP2D6 inhibition - 0.9366 93.66%
CYP1A2 inhibition - 0.7686 76.86%
CYP2C8 inhibition + 0.5223 52.23%
CYP inhibitory promiscuity - 0.6345 63.45%
UGT catelyzed + 0.7000 70.00%
Carcinogenicity (binary) - 0.9400 94.00%
Carcinogenicity (trinary) Non-required 0.5306 53.06%
Eye corrosion - 0.9911 99.11%
Eye irritation - 0.9489 94.89%
Skin irritation + 0.5711 57.11%
Skin corrosion - 0.9372 93.72%
Ames mutagenesis - 0.6798 67.98%
Human Ether-a-go-go-Related Gene inhibition - 0.4055 40.55%
Micronuclear - 0.8500 85.00%
Hepatotoxicity + 0.5774 57.74%
skin sensitisation - 0.6342 63.42%
Respiratory toxicity + 0.8000 80.00%
Reproductive toxicity + 0.9000 90.00%
Mitochondrial toxicity + 0.9875 98.75%
Nephrotoxicity - 0.7038 70.38%
Acute Oral Toxicity (c) I 0.7242 72.42%
Estrogen receptor binding + 0.7515 75.15%
Androgen receptor binding + 0.7627 76.27%
Thyroid receptor binding + 0.5376 53.76%
Glucocorticoid receptor binding + 0.6352 63.52%
Aromatase binding + 0.5740 57.40%
PPAR gamma - 0.4883 48.83%
Honey bee toxicity - 0.7310 73.10%
Biodegradation - 0.8000 80.00%
Crustacea aquatic toxicity + 0.6200 62.00%
Fish aquatic toxicity + 0.9836 98.36%

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
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 98.68% 96.09%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 96.68% 91.11%
CHEMBL226 P30542 Adenosine A1 receptor 95.51% 95.93%
CHEMBL253 P34972 Cannabinoid CB2 receptor 93.87% 97.25%
CHEMBL3137262 O60341 LSD1/CoREST complex 92.82% 97.09%
CHEMBL2581 P07339 Cathepsin D 91.56% 98.95%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 91.25% 85.14%
CHEMBL1994 P08235 Mineralocorticoid receptor 91.22% 100.00%
CHEMBL221 P23219 Cyclooxygenase-1 90.54% 90.17%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 89.98% 94.45%
CHEMBL4026 P40763 Signal transducer and activator of transcription 3 89.10% 82.69%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 88.19% 95.89%
CHEMBL3359 P21462 Formyl peptide receptor 1 86.73% 93.56%
CHEMBL5845 P23415 Glycine receptor subunit alpha-1 83.90% 90.71%
CHEMBL2815 P04629 Nerve growth factor receptor Trk-A 82.41% 87.16%
CHEMBL2996 Q05655 Protein kinase C delta 82.11% 97.79%

Plants that contains it

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Below are displayed all the plants proven (via scientific papers) to contain this compound!
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There are no matching plants.

Cross-Links

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PubChem 21764228
LOTUS LTS0219817
wikiData Q105007773