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(2S,3S)-2-[(3S,4S,5S,9R,10S,13R,14R,17R)-3-acetyloxy-4,10,13-trimethyl-2,3,4,5,6,9,11,12,14,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-17-yl]-3-hydroxy-6-methyl-5-methylideneheptanoic acid

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 15fbe097-2781-41ab-b922-435b85ffd33b
Taxonomy Lipids and lipid-like molecules > Steroids and steroid derivatives > Bile acids, alcohols and derivatives > Hydroxy bile acids, alcohols and derivatives > Monohydroxy bile acids, alcohols and derivatives
IUPAC Name (2S,3S)-2-[(3S,4S,5S,9R,10S,13R,14R,17R)-3-acetyloxy-4,10,13-trimethyl-2,3,4,5,6,9,11,12,14,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-17-yl]-3-hydroxy-6-methyl-5-methylideneheptanoic acid
SMILES (Canonical) CC1C(CCC2(C1CC=C3C2CCC4(C3CCC4C(C(CC(=C)C(C)C)O)C(=O)O)C)C)OC(=O)C
SMILES (Isomeric) C[C@@H]1[C@H](CC[C@]2([C@H]1CC=C3[C@@H]2CC[C@]4([C@H]3CC[C@@H]4[C@@H]([C@H](CC(=C)C(C)C)O)C(=O)O)C)C)OC(=O)C
InChI InChI=1S/C31H48O5/c1-17(2)18(3)16-26(33)28(29(34)35)25-11-10-23-21-8-9-22-19(4)27(36-20(5)32)13-15-30(22,6)24(21)12-14-31(23,25)7/h8,17,19,22-28,33H,3,9-16H2,1-2,4-7H3,(H,34,35)/t19-,22-,23-,24-,25+,26-,27-,28-,30-,31-/m0/s1
InChI Key YJMLVTXMUFPNTN-KEFZKFPISA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C31H48O5
Molecular Weight 500.70 g/mol
Exact Mass 500.35017463 g/mol
Topological Polar Surface Area (TPSA) 83.80 Ų
XlogP 7.00
Atomic LogP (AlogP) 6.41
H-Bond Acceptor 4
H-Bond Donor 2
Rotatable Bonds 7

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of (2S,3S)-2-[(3S,4S,5S,9R,10S,13R,14R,17R)-3-acetyloxy-4,10,13-trimethyl-2,3,4,5,6,9,11,12,14,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-17-yl]-3-hydroxy-6-methyl-5-methylideneheptanoic acid

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9798 97.98%
Caco-2 - 0.6908 69.08%
Blood Brain Barrier + 0.6750 67.50%
Human oral bioavailability - 0.6286 62.86%
Subcellular localzation Mitochondria 0.7484 74.84%
OATP2B1 inhibitior - 0.7137 71.37%
OATP1B1 inhibitior + 0.8574 85.74%
OATP1B3 inhibitior - 0.4627 46.27%
MATE1 inhibitior - 0.9800 98.00%
OCT2 inhibitior - 0.7500 75.00%
BSEP inhibitior + 0.7487 74.87%
P-glycoprotein inhibitior + 0.6470 64.70%
P-glycoprotein substrate - 0.6211 62.11%
CYP3A4 substrate + 0.6531 65.31%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8675 86.75%
CYP3A4 inhibition - 0.6648 66.48%
CYP2C9 inhibition - 0.8335 83.35%
CYP2C19 inhibition - 0.9024 90.24%
CYP2D6 inhibition - 0.9474 94.74%
CYP1A2 inhibition - 0.8357 83.57%
CYP2C8 inhibition - 0.6880 68.80%
CYP inhibitory promiscuity - 0.8278 82.78%
UGT catelyzed + 0.7000 70.00%
Carcinogenicity (binary) - 0.9800 98.00%
Carcinogenicity (trinary) Non-required 0.6902 69.02%
Eye corrosion - 0.9922 99.22%
Eye irritation - 0.9335 93.35%
Skin irritation + 0.6674 66.74%
Skin corrosion - 0.9402 94.02%
Ames mutagenesis - 0.7000 70.00%
Human Ether-a-go-go-Related Gene inhibition - 0.5602 56.02%
Micronuclear - 0.6900 69.00%
Hepatotoxicity - 0.5548 55.48%
skin sensitisation - 0.7815 78.15%
Respiratory toxicity + 0.6222 62.22%
Reproductive toxicity + 0.9333 93.33%
Mitochondrial toxicity + 0.9875 98.75%
Nephrotoxicity - 0.7743 77.43%
Acute Oral Toxicity (c) I 0.8104 81.04%
Estrogen receptor binding + 0.7104 71.04%
Androgen receptor binding - 0.4848 48.48%
Thyroid receptor binding - 0.5320 53.20%
Glucocorticoid receptor binding + 0.6828 68.28%
Aromatase binding + 0.6021 60.21%
PPAR gamma + 0.6371 63.71%
Honey bee toxicity - 0.7662 76.62%
Biodegradation - 0.8500 85.00%
Crustacea aquatic toxicity - 0.7400 74.00%
Fish aquatic toxicity + 1.0000 100.00%

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 98.98% 96.09%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 98.15% 91.11%
CHEMBL221 P23219 Cyclooxygenase-1 97.97% 90.17%
CHEMBL253 P34972 Cannabinoid CB2 receptor 97.95% 97.25%
CHEMBL2581 P07339 Cathepsin D 96.17% 98.95%
CHEMBL4040 P28482 MAP kinase ERK2 94.31% 83.82%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 91.55% 94.45%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 89.81% 95.89%
CHEMBL1293249 Q13887 Kruppel-like factor 5 86.73% 86.33%
CHEMBL5608 Q16288 NT-3 growth factor receptor 86.56% 95.89%
CHEMBL1994 P08235 Mineralocorticoid receptor 84.89% 100.00%
CHEMBL3137262 O60341 LSD1/CoREST complex 84.58% 97.09%
CHEMBL4227 P25090 Lipoxin A4 receptor 84.10% 100.00%
CHEMBL5028 O14672 ADAM10 83.80% 97.50%
CHEMBL3359 P21462 Formyl peptide receptor 1 82.42% 93.56%
CHEMBL340 P08684 Cytochrome P450 3A4 82.09% 91.19%
CHEMBL1821 P08173 Muscarinic acetylcholine receptor M4 80.80% 94.08%
CHEMBL3145 P42338 PI3-kinase p110-beta subunit 80.57% 98.75%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 80.03% 95.56%

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.
Physalis sordida

Cross-Links

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PubChem 46872006
LOTUS LTS0057742
wikiData Q105349345