(2S,3S)-2-[(3S,4R,8S,9S,10R,13S,14S,17S)-3,4-dihydroxy-10,13-dimethyl-2,3,4,7,8,9,11,12,14,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-17-yl]-6-methyl-5-methylideneheptane-2,3,6-triol

Details

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Internal ID b73076b6-0173-4a1d-b392-d078b902a793
Taxonomy Lipids and lipid-like molecules > Steroids and steroid derivatives > Bile acids, alcohols and derivatives > Hydroxy bile acids, alcohols and derivatives > Pentahydroxy bile acids, alcohols and derivatives
IUPAC Name (2S,3S)-2-[(3S,4R,8S,9S,10R,13S,14S,17S)-3,4-dihydroxy-10,13-dimethyl-2,3,4,7,8,9,11,12,14,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-17-yl]-6-methyl-5-methylideneheptane-2,3,6-triol
SMILES (Canonical) CC12CCC3C(C1CCC2C(C)(C(CC(=C)C(C)(C)O)O)O)CC=C4C3(CCC(C4O)O)C
SMILES (Isomeric) C[C@]12CC[C@H]3[C@H]([C@@H]1CC[C@@H]2[C@@](C)([C@H](CC(=C)C(C)(C)O)O)O)CC=C4[C@@]3(CC[C@@H]([C@@H]4O)O)C
InChI InChI=1S/C28H46O5/c1-16(25(2,3)32)15-23(30)28(6,33)22-10-9-18-17-7-8-20-24(31)21(29)12-14-26(20,4)19(17)11-13-27(18,22)5/h8,17-19,21-24,29-33H,1,7,9-15H2,2-6H3/t17-,18-,19-,21-,22-,23-,24+,26+,27-,28-/m0/s1
InChI Key RDGFOCPOKUUIFP-FLMXEVAOSA-N
Popularity 1 reference in papers

Physical and Chemical Properties

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Molecular Formula C28H46O5
Molecular Weight 462.70 g/mol
Exact Mass 462.33452456 g/mol
Topological Polar Surface Area (TPSA) 101.00 Ų
XlogP 3.50
Atomic LogP (AlogP) 3.73
H-Bond Acceptor 5
H-Bond Donor 5
Rotatable Bonds 5

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of (2S,3S)-2-[(3S,4R,8S,9S,10R,13S,14S,17S)-3,4-dihydroxy-10,13-dimethyl-2,3,4,7,8,9,11,12,14,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-17-yl]-6-methyl-5-methylideneheptane-2,3,6-triol

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9892 98.92%
Caco-2 - 0.6931 69.31%
Blood Brain Barrier + 0.7000 70.00%
Human oral bioavailability - 0.6143 61.43%
Subcellular localzation Mitochondria 0.6760 67.60%
OATP2B1 inhibitior - 0.5788 57.88%
OATP1B1 inhibitior + 0.9060 90.60%
OATP1B3 inhibitior + 0.9138 91.38%
MATE1 inhibitior - 1.0000 100.00%
OCT2 inhibitior - 0.7250 72.50%
BSEP inhibitior + 0.6441 64.41%
P-glycoprotein inhibitior - 0.5908 59.08%
P-glycoprotein substrate - 0.6150 61.50%
CYP3A4 substrate + 0.7247 72.47%
CYP2C9 substrate - 0.5858 58.58%
CYP2D6 substrate - 0.7545 75.45%
CYP3A4 inhibition - 0.8285 82.85%
CYP2C9 inhibition - 0.8745 87.45%
CYP2C19 inhibition - 0.7964 79.64%
CYP2D6 inhibition - 0.9427 94.27%
CYP1A2 inhibition - 0.9192 91.92%
CYP2C8 inhibition + 0.5826 58.26%
CYP inhibitory promiscuity - 0.8468 84.68%
UGT catelyzed + 0.6000 60.00%
Carcinogenicity (binary) - 0.9400 94.00%
Carcinogenicity (trinary) Non-required 0.7207 72.07%
Eye corrosion - 0.9920 99.20%
Eye irritation - 0.9513 95.13%
Skin irritation + 0.5756 57.56%
Skin corrosion - 0.9385 93.85%
Ames mutagenesis - 0.7300 73.00%
Human Ether-a-go-go-Related Gene inhibition + 0.6537 65.37%
Micronuclear - 0.9100 91.00%
Hepatotoxicity + 0.5209 52.09%
skin sensitisation - 0.6946 69.46%
Respiratory toxicity + 0.7889 78.89%
Reproductive toxicity + 0.9556 95.56%
Mitochondrial toxicity + 0.9625 96.25%
Nephrotoxicity - 0.8795 87.95%
Acute Oral Toxicity (c) III 0.5070 50.70%
Estrogen receptor binding + 0.7928 79.28%
Androgen receptor binding + 0.7964 79.64%
Thyroid receptor binding + 0.6177 61.77%
Glucocorticoid receptor binding + 0.7501 75.01%
Aromatase binding + 0.6469 64.69%
PPAR gamma + 0.5895 58.95%
Honey bee toxicity - 0.7351 73.51%
Biodegradation - 0.8500 85.00%
Crustacea aquatic toxicity - 0.5500 55.00%
Fish aquatic toxicity + 0.9956 99.56%

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 98.80% 97.25%
CHEMBL4040 P28482 MAP kinase ERK2 97.13% 83.82%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 95.66% 91.11%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 92.72% 96.09%
CHEMBL2581 P07339 Cathepsin D 92.10% 98.95%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 92.07% 94.45%
CHEMBL1871 P10275 Androgen Receptor 90.30% 96.43%
CHEMBL3137262 O60341 LSD1/CoREST complex 89.45% 97.09%
CHEMBL1994 P08235 Mineralocorticoid receptor 88.23% 100.00%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 86.40% 85.14%
CHEMBL4227 P25090 Lipoxin A4 receptor 85.95% 100.00%
CHEMBL4303 P08238 Heat shock protein HSP 90-beta 83.62% 96.77%
CHEMBL225 P28335 Serotonin 2c (5-HT2c) receptor 83.37% 89.62%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 83.22% 95.89%
CHEMBL3359 P21462 Formyl peptide receptor 1 82.97% 93.56%
CHEMBL5608 Q16288 NT-3 growth factor receptor 82.03% 95.89%
CHEMBL4581 P52732 Kinesin-like protein 1 80.90% 93.18%
CHEMBL3401 O75469 Pregnane X receptor 80.51% 94.73%
CHEMBL2335 P42785 Lysosomal Pro-X carboxypeptidase 80.48% 100.00%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 80.13% 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.
Aglaia rubiginosa

Cross-Links

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PubChem 44575597
LOTUS LTS0276041
wikiData Q105234204