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(2S,3R,5R,9R,10R,13R,14S,17S)-2,3,14-trihydroxy-10,13-dimethyl-17-[(2S,5R,6R)-2,5,6,7-tetrahydroxy-6-methylheptan-2-yl]-2,3,4,5,9,11,12,15,16,17-decahydro-1H-cyclopenta[a]phenanthren-6-one

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 49245060-0af9-453e-ae71-e75db8777b4b
Taxonomy Lipids and lipid-like molecules > Steroids and steroid derivatives > Bile acids, alcohols and derivatives > Hydroxy bile acids, alcohols and derivatives
IUPAC Name (2S,3R,5R,9R,10R,13R,14S,17S)-2,3,14-trihydroxy-10,13-dimethyl-17-[(2S,5R,6R)-2,5,6,7-tetrahydroxy-6-methylheptan-2-yl]-2,3,4,5,9,11,12,15,16,17-decahydro-1H-cyclopenta[a]phenanthren-6-one
SMILES (Canonical) CC12CCC3C(=CC(=O)C4C3(CC(C(C4)O)O)C)C1(CCC2C(C)(CCC(C(C)(CO)O)O)O)O
SMILES (Isomeric) C[C@]12CC[C@H]3C(=CC(=O)[C@H]4[C@@]3(C[C@@H]([C@@H](C4)O)O)C)[C@@]1(CC[C@@H]2[C@](C)(CC[C@H]([C@@](C)(CO)O)O)O)O
InChI InChI=1S/C27H44O8/c1-23-13-20(31)19(30)12-17(23)18(29)11-16-15(23)5-8-24(2)21(6-10-27(16,24)35)25(3,33)9-7-22(32)26(4,34)14-28/h11,15,17,19-22,28,30-35H,5-10,12-14H2,1-4H3/t15-,17-,19+,20-,21-,22+,23+,24+,25-,26+,27+/m0/s1
InChI Key ZHWWWLBWFJXRQS-WTTCECPRSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C27H44O8
Molecular Weight 496.60 g/mol
Exact Mass 496.30361836 g/mol
Topological Polar Surface Area (TPSA) 159.00 Ų
XlogP -0.60
Atomic LogP (AlogP) 0.83
H-Bond Acceptor 8
H-Bond Donor 7
Rotatable Bonds 6

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of (2S,3R,5R,9R,10R,13R,14S,17S)-2,3,14-trihydroxy-10,13-dimethyl-17-[(2S,5R,6R)-2,5,6,7-tetrahydroxy-6-methylheptan-2-yl]-2,3,4,5,9,11,12,15,16,17-decahydro-1H-cyclopenta[a]phenanthren-6-one

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9794 97.94%
Caco-2 - 0.6796 67.96%
Blood Brain Barrier + 0.7390 73.90%
Human oral bioavailability + 0.5286 52.86%
Subcellular localzation Mitochondria 0.7741 77.41%
OATP2B1 inhibitior - 0.7145 71.45%
OATP1B1 inhibitior + 0.9136 91.36%
OATP1B3 inhibitior + 0.8815 88.15%
MATE1 inhibitior - 1.0000 100.00%
OCT2 inhibitior - 0.6335 63.35%
BSEP inhibitior - 0.4760 47.60%
P-glycoprotein inhibitior - 0.6572 65.72%
P-glycoprotein substrate + 0.5481 54.81%
CYP3A4 substrate + 0.6873 68.73%
CYP2C9 substrate - 0.8204 82.04%
CYP2D6 substrate - 0.8901 89.01%
CYP3A4 inhibition - 0.9153 91.53%
CYP2C9 inhibition - 0.8959 89.59%
CYP2C19 inhibition - 0.8809 88.09%
CYP2D6 inhibition - 0.9443 94.43%
CYP1A2 inhibition - 0.9179 91.79%
CYP2C8 inhibition - 0.6233 62.33%
CYP inhibitory promiscuity - 0.9369 93.69%
UGT catelyzed + 0.6000 60.00%
Carcinogenicity (binary) - 0.9700 97.00%
Carcinogenicity (trinary) Non-required 0.7186 71.86%
Eye corrosion - 0.9935 99.35%
Eye irritation - 0.9508 95.08%
Skin irritation + 0.6023 60.23%
Skin corrosion - 0.9546 95.46%
Ames mutagenesis - 0.7400 74.00%
Human Ether-a-go-go-Related Gene inhibition - 0.3871 38.71%
Micronuclear - 0.9100 91.00%
Hepatotoxicity - 0.5912 59.12%
skin sensitisation - 0.9168 91.68%
Respiratory toxicity + 0.8111 81.11%
Reproductive toxicity + 0.9889 98.89%
Mitochondrial toxicity + 0.8875 88.75%
Nephrotoxicity - 0.8419 84.19%
Acute Oral Toxicity (c) III 0.7663 76.63%
Estrogen receptor binding + 0.8048 80.48%
Androgen receptor binding + 0.7450 74.50%
Thyroid receptor binding + 0.6229 62.29%
Glucocorticoid receptor binding + 0.7744 77.44%
Aromatase binding + 0.6748 67.48%
PPAR gamma - 0.5405 54.05%
Honey bee toxicity - 0.8319 83.19%
Biodegradation - 0.8250 82.50%
Crustacea aquatic toxicity - 0.6300 63.00%
Fish aquatic toxicity + 0.9713 97.13%

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
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 99.47% 85.14%
CHEMBL253 P34972 Cannabinoid CB2 receptor 99.33% 97.25%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 98.52% 91.11%
CHEMBL3137262 O60341 LSD1/CoREST complex 96.85% 97.09%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 96.42% 96.09%
CHEMBL2581 P07339 Cathepsin D 95.07% 98.95%
CHEMBL4026 P40763 Signal transducer and activator of transcription 3 94.23% 82.69%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 91.97% 95.56%
CHEMBL3746 P80365 11-beta-hydroxysteroid dehydrogenase 2 91.19% 94.78%
CHEMBL1994 P08235 Mineralocorticoid receptor 89.06% 100.00%
CHEMBL218 P21554 Cannabinoid CB1 receptor 88.59% 96.61%
CHEMBL2274 Q9H228 Sphingosine 1-phosphate receptor Edg-8 87.00% 100.00%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 86.66% 97.14%
CHEMBL3192 Q9BY41 Histone deacetylase 8 86.00% 93.99%
CHEMBL5608 Q16288 NT-3 growth factor receptor 85.29% 95.89%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 85.22% 94.45%
CHEMBL5163 Q9NY46 Sodium channel protein type III alpha subunit 82.79% 96.90%
CHEMBL1902 P62942 FK506-binding protein 1A 82.55% 97.05%
CHEMBL1293249 Q13887 Kruppel-like factor 5 81.96% 86.33%
CHEMBL2007 P16234 Platelet-derived growth factor receptor alpha 80.47% 91.07%
CHEMBL216 P11229 Muscarinic acetylcholine receptor M1 80.39% 94.23%

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.
Vitex cymosa

Cross-Links

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PubChem 163010806
LOTUS LTS0032325
wikiData Q105376077