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[(3S,7S,8S,9S,10R,11S,12S,13R,14S,15S,17R)-11-acetyloxy-3,7,12-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-15-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 dec74f28-dc4c-4187-bbc2-c19eb10de514
Taxonomy Lipids and lipid-like molecules > Steroids and steroid derivatives > Gorgostanes and derivatives
IUPAC Name [(3S,7S,8S,9S,10R,11S,12S,13R,14S,15S,17R)-11-acetyloxy-3,7,12-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-15-yl] acetate
SMILES (Canonical) CC(C)C(C)C1(CC1C(C)C2CC(C3C2(C(C(C4C3C(C=C5C4(CCC(C5)O)C)O)OC(=O)C)O)C)OC(=O)C)C
SMILES (Isomeric) C[C@@H]([C@H]1C[C@@H]([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)OC(=O)C)O)C)OC(=O)C)[C@H]5C[C@]5(C)[C@H](C)C(C)C
InChI InChI=1S/C34H54O7/c1-16(2)18(4)33(8)15-24(33)17(3)23-14-26(40-19(5)35)28-27-25(38)13-21-12-22(37)10-11-32(21,7)29(27)30(41-20(6)36)31(39)34(23,28)9/h13,16-18,22-31,37-39H,10-12,14-15H2,1-9H3/t17-,18+,22-,23+,24+,25+,26-,27-,28-,29+,30-,31+,32-,33+,34+/m0/s1
InChI Key ZOSWORMPBBODKL-UXJNTDHUSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C34H54O7
Molecular Weight 574.80 g/mol
Exact Mass 574.38695406 g/mol
Topological Polar Surface Area (TPSA) 113.00 Ų
XlogP 5.30
Atomic LogP (AlogP) 4.91
H-Bond Acceptor 7
H-Bond Donor 3
Rotatable Bonds 6

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,15S,17R)-11-acetyloxy-3,7,12-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-15-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 + 0.9922 99.22%
Caco-2 - 0.7582 75.82%
Blood Brain Barrier + 0.7000 70.00%
Human oral bioavailability - 0.5857 58.57%
Subcellular localzation Mitochondria 0.8759 87.59%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.8546 85.46%
OATP1B3 inhibitior - 0.3170 31.70%
MATE1 inhibitior - 0.9600 96.00%
OCT2 inhibitior - 0.6103 61.03%
BSEP inhibitior + 0.8764 87.64%
P-glycoprotein inhibitior + 0.6958 69.58%
P-glycoprotein substrate + 0.5919 59.19%
CYP3A4 substrate + 0.6914 69.14%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8465 84.65%
CYP3A4 inhibition - 0.8120 81.20%
CYP2C9 inhibition - 0.7653 76.53%
CYP2C19 inhibition - 0.8839 88.39%
CYP2D6 inhibition - 0.9434 94.34%
CYP1A2 inhibition - 0.8085 80.85%
CYP2C8 inhibition + 0.5460 54.60%
CYP inhibitory promiscuity - 0.8968 89.68%
UGT catelyzed + 0.8000 80.00%
Carcinogenicity (binary) - 1.0000 100.00%
Carcinogenicity (trinary) Non-required 0.6493 64.93%
Eye corrosion - 0.9936 99.36%
Eye irritation - 0.9177 91.77%
Skin irritation + 0.6461 64.61%
Skin corrosion - 0.9470 94.70%
Ames mutagenesis - 0.6085 60.85%
Human Ether-a-go-go-Related Gene inhibition - 0.5142 51.42%
Micronuclear - 0.6300 63.00%
Hepatotoxicity + 0.5125 51.25%
skin sensitisation - 0.7235 72.35%
Respiratory toxicity + 0.5556 55.56%
Reproductive toxicity + 1.0000 100.00%
Mitochondrial toxicity + 0.9875 98.75%
Nephrotoxicity + 0.5595 55.95%
Acute Oral Toxicity (c) III 0.4698 46.98%
Estrogen receptor binding + 0.6716 67.16%
Androgen receptor binding + 0.6663 66.63%
Thyroid receptor binding - 0.5000 50.00%
Glucocorticoid receptor binding + 0.6582 65.82%
Aromatase binding + 0.7018 70.18%
PPAR gamma + 0.6149 61.49%
Honey bee toxicity - 0.6471 64.71%
Biodegradation - 0.8000 80.00%
Crustacea aquatic toxicity - 0.5655 56.55%
Fish aquatic toxicity + 0.9971 99.71%

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 98.37% 96.09%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 96.66% 94.45%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 96.23% 91.11%
CHEMBL2581 P07339 Cathepsin D 92.21% 98.95%
CHEMBL1821 P08173 Muscarinic acetylcholine receptor M4 92.02% 94.08%
CHEMBL4026 P40763 Signal transducer and activator of transcription 3 88.20% 82.69%
CHEMBL221 P23219 Cyclooxygenase-1 87.83% 90.17%
CHEMBL2035 P08912 Muscarinic acetylcholine receptor M5 87.48% 94.62%
CHEMBL5608 Q16288 NT-3 growth factor receptor 86.73% 95.89%
CHEMBL3137262 O60341 LSD1/CoREST complex 86.05% 97.09%
CHEMBL4303 P08238 Heat shock protein HSP 90-beta 85.88% 96.77%
CHEMBL1994 P08235 Mineralocorticoid receptor 85.74% 100.00%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 84.90% 85.14%
CHEMBL299 P17252 Protein kinase C alpha 84.42% 98.03%
CHEMBL211 P08172 Muscarinic acetylcholine receptor M2 83.84% 94.97%
CHEMBL5255 O00206 Toll-like receptor 4 83.56% 92.50%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 83.26% 95.56%
CHEMBL245 P20309 Muscarinic acetylcholine receptor M3 83.13% 97.53%
CHEMBL5028 O14672 ADAM10 82.99% 97.50%
CHEMBL216 P11229 Muscarinic acetylcholine receptor M1 82.31% 94.23%
CHEMBL3359 P21462 Formyl peptide receptor 1 81.75% 93.56%
CHEMBL4227 P25090 Lipoxin A4 receptor 81.25% 100.00%
CHEMBL253 P34972 Cannabinoid CB2 receptor 80.26% 97.25%

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 11124676
LOTUS LTS0057835
wikiData Q105380698