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(2S,3R,5R,9R,10R,13R,14S,17S)-2,3,14-trihydroxy-10,13-dimethyl-17-[(2R,3R,5R,6R)-2,3,7-trihydroxy-5,6-dimethylheptan-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 b91813c7-82c2-4c04-aa14-9439257dedc4
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-[(2R,3R,5R,6R)-2,3,7-trihydroxy-5,6-dimethylheptan-2-yl]-2,3,4,5,9,11,12,15,16,17-decahydro-1H-cyclopenta[a]phenanthren-6-one
SMILES (Canonical) CC(CC(C(C)(C1CCC2(C1(CCC3C2=CC(=O)C4C3(CC(C(C4)O)O)C)C)O)O)O)C(C)CO
SMILES (Isomeric) C[C@H](C[C@H]([C@@](C)([C@H]1CC[C@@]2([C@@]1(CC[C@H]3C2=CC(=O)[C@H]4[C@@]3(C[C@@H]([C@@H](C4)O)O)C)C)O)O)O)[C@@H](C)CO
InChI InChI=1S/C28H46O7/c1-15(16(2)14-29)10-24(33)27(5,34)23-7-9-28(35)18-11-20(30)19-12-21(31)22(32)13-25(19,3)17(18)6-8-26(23,28)4/h11,15-17,19,21-24,29,31-35H,6-10,12-14H2,1-5H3/t15-,16+,17+,19+,21-,22+,23+,24-,25-,26-,27-,28-/m1/s1
InChI Key ZJISPMMPECVLMY-YJCZLCKJSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C28H46O7
Molecular Weight 494.70 g/mol
Exact Mass 494.32435380 g/mol
Topological Polar Surface Area (TPSA) 138.00 Ų
XlogP 1.10
Atomic LogP (AlogP) 1.96
H-Bond Acceptor 7
H-Bond Donor 6
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-[(2R,3R,5R,6R)-2,3,7-trihydroxy-5,6-dimethylheptan-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 + 0.9906 99.06%
Caco-2 - 0.5604 56.04%
Blood Brain Barrier + 0.6135 61.35%
Human oral bioavailability + 0.5571 55.71%
Subcellular localzation Mitochondria 0.8335 83.35%
OATP2B1 inhibitior - 0.5734 57.34%
OATP1B1 inhibitior + 0.9107 91.07%
OATP1B3 inhibitior + 0.9522 95.22%
MATE1 inhibitior - 1.0000 100.00%
OCT2 inhibitior - 0.5202 52.02%
BSEP inhibitior + 0.5606 56.06%
P-glycoprotein inhibitior - 0.6480 64.80%
P-glycoprotein substrate + 0.5536 55.36%
CYP3A4 substrate + 0.6844 68.44%
CYP2C9 substrate - 0.8204 82.04%
CYP2D6 substrate - 0.8901 89.01%
CYP3A4 inhibition - 0.8127 81.27%
CYP2C9 inhibition - 0.8957 89.57%
CYP2C19 inhibition - 0.9138 91.38%
CYP2D6 inhibition - 0.9405 94.05%
CYP1A2 inhibition - 0.9271 92.71%
CYP2C8 inhibition - 0.6635 66.35%
CYP inhibitory promiscuity - 0.9254 92.54%
UGT catelyzed + 0.7000 70.00%
Carcinogenicity (binary) - 0.9700 97.00%
Carcinogenicity (trinary) Non-required 0.7064 70.64%
Eye corrosion - 0.9940 99.40%
Eye irritation - 0.9467 94.67%
Skin irritation + 0.6209 62.09%
Skin corrosion - 0.9599 95.99%
Ames mutagenesis - 0.7270 72.70%
Human Ether-a-go-go-Related Gene inhibition - 0.3892 38.92%
Micronuclear - 0.9000 90.00%
Hepatotoxicity - 0.5870 58.70%
skin sensitisation - 0.8944 89.44%
Respiratory toxicity + 0.7889 78.89%
Reproductive toxicity + 0.9889 98.89%
Mitochondrial toxicity + 0.8875 88.75%
Nephrotoxicity - 0.9112 91.12%
Acute Oral Toxicity (c) III 0.6520 65.20%
Estrogen receptor binding + 0.7538 75.38%
Androgen receptor binding + 0.7379 73.79%
Thyroid receptor binding + 0.5974 59.74%
Glucocorticoid receptor binding + 0.7537 75.37%
Aromatase binding + 0.5911 59.11%
PPAR gamma - 0.5124 51.24%
Honey bee toxicity - 0.8308 83.08%
Biodegradation - 0.8750 87.50%
Crustacea aquatic toxicity - 0.6800 68.00%
Fish aquatic toxicity + 0.9793 97.93%

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 99.51% 97.25%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 98.85% 85.14%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 98.55% 91.11%
CHEMBL2581 P07339 Cathepsin D 96.89% 98.95%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 93.64% 96.09%
CHEMBL3137262 O60341 LSD1/CoREST complex 93.58% 97.09%
CHEMBL4026 P40763 Signal transducer and activator of transcription 3 91.10% 82.69%
CHEMBL1994 P08235 Mineralocorticoid receptor 90.90% 100.00%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 90.57% 95.56%
CHEMBL2007 P16234 Platelet-derived growth factor receptor alpha 89.79% 91.07%
CHEMBL5608 Q16288 NT-3 growth factor receptor 88.72% 95.89%
CHEMBL3746 P80365 11-beta-hydroxysteroid dehydrogenase 2 88.51% 94.78%
CHEMBL4040 P28482 MAP kinase ERK2 88.02% 83.82%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 86.59% 97.14%
CHEMBL220 P22303 Acetylcholinesterase 85.89% 94.45%
CHEMBL3192 Q9BY41 Histone deacetylase 8 84.44% 93.99%
CHEMBL218 P21554 Cannabinoid CB1 receptor 84.23% 96.61%
CHEMBL2274 Q9H228 Sphingosine 1-phosphate receptor Edg-8 84.02% 100.00%
CHEMBL2781 P19634 Sodium/hydrogen exchanger 1 83.16% 90.24%
CHEMBL3351 Q13085 Acetyl-CoA carboxylase 1 82.67% 93.04%
CHEMBL5163 Q9NY46 Sodium channel protein type III alpha subunit 81.91% 96.90%
CHEMBL4303 P08238 Heat shock protein HSP 90-beta 81.86% 96.77%
CHEMBL1806 P11388 DNA topoisomerase II alpha 80.46% 89.00%

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.
Podocarpus macrophyllus

Cross-Links

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PubChem 163086678
LOTUS LTS0058495
wikiData Q105377923