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[(3S,7S,8S,9S,10R,11S,12S,13R,14S,17R)-3,7,11-trihydroxy-10,13-dimethyl-17-[(1R)-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]phenanthren-12-yl] 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 49416679-0fae-4a48-b61e-53a010b04749
Taxonomy Lipids and lipid-like molecules > Steroids and steroid derivatives > Gorgostanes and derivatives
IUPAC Name [(3S,7S,8S,9S,10R,11S,12S,13R,14S,17R)-3,7,11-trihydroxy-10,13-dimethyl-17-[(1R)-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]phenanthren-12-yl] acetate
SMILES (Canonical) CC(C)C(C)C1(CC1C(C)C2CCC3C2(C(C(C4C3C(C=C5C4(CCC(C5)O)C)O)O)OC(=O)C)C)C
SMILES (Isomeric) C[C@@H]([C@H]1CC[C@@H]2[C@@]1([C@@H]([C@H]([C@H]3[C@H]2[C@@H](C=C4[C@@]3(CC[C@@H](C4)O)C)O)O)OC(=O)C)C)[C@H]5C[C@]5(C)[C@H](C)C(C)C
InChI InChI=1S/C32H52O5/c1-16(2)18(4)31(7)15-24(31)17(3)22-9-10-23-26-25(35)14-20-13-21(34)11-12-30(20,6)27(26)28(36)29(32(22,23)8)37-19(5)33/h14,16-18,21-29,34-36H,9-13,15H2,1-8H3/t17-,18+,21-,22+,23-,24+,25+,26+,27+,28-,29+,30-,31+,32+/m0/s1
InChI Key NBOFOGKKHYNNJE-XFYLPZKTSA-N
Popularity 2 references in papers

Physical and Chemical Properties

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Molecular Formula C32H52O5
Molecular Weight 516.80 g/mol
Exact Mass 516.38147475 g/mol
Topological Polar Surface Area (TPSA) 87.00 Ų
XlogP 6.10
Atomic LogP (AlogP) 5.36
H-Bond Acceptor 5
H-Bond Donor 3
Rotatable Bonds 5

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of [(3S,7S,8S,9S,10R,11S,12S,13R,14S,17R)-3,7,11-trihydroxy-10,13-dimethyl-17-[(1R)-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]phenanthren-12-yl] acetate

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9940 99.40%
Caco-2 - 0.7037 70.37%
Blood Brain Barrier + 0.5250 52.50%
Human oral bioavailability - 0.6429 64.29%
Subcellular localzation Mitochondria 0.8551 85.51%
OATP2B1 inhibitior - 0.8593 85.93%
OATP1B1 inhibitior + 0.8560 85.60%
OATP1B3 inhibitior - 0.2163 21.63%
MATE1 inhibitior - 0.9600 96.00%
OCT2 inhibitior - 0.5821 58.21%
BSEP inhibitior + 0.6679 66.79%
P-glycoprotein inhibitior + 0.6192 61.92%
P-glycoprotein substrate + 0.5385 53.85%
CYP3A4 substrate + 0.6913 69.13%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8465 84.65%
CYP3A4 inhibition - 0.8524 85.24%
CYP2C9 inhibition - 0.7586 75.86%
CYP2C19 inhibition - 0.8508 85.08%
CYP2D6 inhibition - 0.9395 93.95%
CYP1A2 inhibition - 0.7650 76.50%
CYP2C8 inhibition + 0.6590 65.90%
CYP inhibitory promiscuity - 0.8613 86.13%
UGT catelyzed + 0.7000 70.00%
Carcinogenicity (binary) - 1.0000 100.00%
Carcinogenicity (trinary) Non-required 0.6300 63.00%
Eye corrosion - 0.9939 99.39%
Eye irritation - 0.9398 93.98%
Skin irritation + 0.6473 64.73%
Skin corrosion - 0.9514 95.14%
Ames mutagenesis - 0.5497 54.97%
Human Ether-a-go-go-Related Gene inhibition - 0.5266 52.66%
Micronuclear - 0.7000 70.00%
Hepatotoxicity - 0.5367 53.67%
skin sensitisation - 0.7071 70.71%
Respiratory toxicity + 0.6889 68.89%
Reproductive toxicity + 0.9889 98.89%
Mitochondrial toxicity + 0.9500 95.00%
Nephrotoxicity + 0.5643 56.43%
Acute Oral Toxicity (c) III 0.5053 50.53%
Estrogen receptor binding + 0.6661 66.61%
Androgen receptor binding + 0.6921 69.21%
Thyroid receptor binding - 0.5730 57.30%
Glucocorticoid receptor binding + 0.5942 59.42%
Aromatase binding + 0.6356 63.56%
PPAR gamma + 0.6005 60.05%
Honey bee toxicity - 0.5867 58.67%
Biodegradation - 0.8500 85.00%
Crustacea aquatic toxicity - 0.5505 55.05%
Fish aquatic toxicity + 0.9959 99.59%

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 98.76% 96.09%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 97.16% 94.45%
CHEMBL2581 P07339 Cathepsin D 95.53% 98.95%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 95.16% 91.11%
CHEMBL5608 Q16288 NT-3 growth factor receptor 90.10% 95.89%
CHEMBL221 P23219 Cyclooxygenase-1 89.96% 90.17%
CHEMBL1994 P08235 Mineralocorticoid receptor 88.64% 100.00%
CHEMBL4303 P08238 Heat shock protein HSP 90-beta 88.01% 96.77%
CHEMBL253 P34972 Cannabinoid CB2 receptor 85.84% 97.25%
CHEMBL3137262 O60341 LSD1/CoREST complex 85.51% 97.09%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 85.21% 85.14%
CHEMBL4227 P25090 Lipoxin A4 receptor 84.84% 100.00%
CHEMBL4026 P40763 Signal transducer and activator of transcription 3 84.60% 82.69%
CHEMBL3351 Q13085 Acetyl-CoA carboxylase 1 83.68% 93.04%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 83.31% 95.89%
CHEMBL3359 P21462 Formyl peptide receptor 1 82.92% 93.56%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 82.69% 95.56%
CHEMBL5028 O14672 ADAM10 81.17% 97.50%
CHEMBL5255 O00206 Toll-like receptor 4 80.94% 92.50%
CHEMBL340 P08684 Cytochrome P450 3A4 80.52% 91.19%

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 12083276
LOTUS LTS0058119
wikiData Q105176886