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(2R,5R)-2-hydroxy-5,6-dimethyl-2-[(2S,3R,5R,9R,10R,13R,14S,17S)-2,3,14-trihydroxy-10,13-dimethyl-6-oxo-2,3,4,5,9,11,12,15,16,17-decahydro-1H-cyclopenta[a]phenanthren-17-yl]heptane-3,4-dione

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 8e57f9cd-71c8-43e7-9187-6b8c0c93a10b
Taxonomy Lipids and lipid-like molecules > Steroids and steroid derivatives > Bile acids, alcohols and derivatives > Hydroxy bile acids, alcohols and derivatives > Tetrahydroxy bile acids, alcohols and derivatives
IUPAC Name (2R,5R)-2-hydroxy-5,6-dimethyl-2-[(2S,3R,5R,9R,10R,13R,14S,17S)-2,3,14-trihydroxy-10,13-dimethyl-6-oxo-2,3,4,5,9,11,12,15,16,17-decahydro-1H-cyclopenta[a]phenanthren-17-yl]heptane-3,4-dione
SMILES (Canonical)
SMILES (Isomeric)
InChI InChI=1S/C28H42O7/c1-14(2)15(3)23(32)24(33)27(6,34)22-8-10-28(35)17-11-19(29)18-12-20(30)21(31)13-25(18,4)16(17)7-9-26(22,28)5/h11,14-16,18,20-22,30-31,34-35H,7-10,12-13H2,1-6H3/t15-,16+,18+,20-,21+,22+,25-,26-,27-,28-/m1/s1
InChI Key PCRYCWCDVJRRRK-CDXKHOEGSA-N
Popularity 2 references in papers

Physical and Chemical Properties

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Molecular Formula C28H42O7
Molecular Weight 490.60 g/mol
Exact Mass 490.29305367 g/mol
Topological Polar Surface Area (TPSA) 132.00 Ų
XlogP 1.60
Atomic LogP (AlogP) 2.37
H-Bond Acceptor 7
H-Bond Donor 4
Rotatable Bonds 5

Synonyms

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There are no found synonyms.

2D Structure

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

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9923 99.23%
Caco-2 - 0.5656 56.56%
Blood Brain Barrier + 0.8250 82.50%
Human oral bioavailability + 0.5571 55.71%
Subcellular localzation Mitochondria 0.8473 84.73%
OATP2B1 inhibitior - 0.8582 85.82%
OATP1B1 inhibitior + 0.8795 87.95%
OATP1B3 inhibitior + 0.8637 86.37%
MATE1 inhibitior - 1.0000 100.00%
OCT2 inhibitior - 0.5353 53.53%
BSEP inhibitior + 0.6693 66.93%
P-glycoprotein inhibitior - 0.5240 52.40%
P-glycoprotein substrate + 0.5080 50.80%
CYP3A4 substrate + 0.6774 67.74%
CYP2C9 substrate - 0.8086 80.86%
CYP2D6 substrate - 0.8838 88.38%
CYP3A4 inhibition - 0.8523 85.23%
CYP2C9 inhibition - 0.8286 82.86%
CYP2C19 inhibition - 0.7955 79.55%
CYP2D6 inhibition - 0.9589 95.89%
CYP1A2 inhibition - 0.8668 86.68%
CYP2C8 inhibition - 0.7119 71.19%
CYP inhibitory promiscuity - 0.9597 95.97%
UGT catelyzed + 0.6000 60.00%
Carcinogenicity (binary) - 0.9800 98.00%
Carcinogenicity (trinary) Non-required 0.5982 59.82%
Eye corrosion - 0.9930 99.30%
Eye irritation - 0.9375 93.75%
Skin irritation + 0.6538 65.38%
Skin corrosion - 0.9346 93.46%
Ames mutagenesis - 0.7870 78.70%
Human Ether-a-go-go-Related Gene inhibition - 0.4654 46.54%
Micronuclear - 0.8500 85.00%
Hepatotoxicity - 0.5091 50.91%
skin sensitisation - 0.7393 73.93%
Respiratory toxicity + 0.7778 77.78%
Reproductive toxicity + 0.9889 98.89%
Mitochondrial toxicity + 0.9875 98.75%
Nephrotoxicity - 0.7964 79.64%
Acute Oral Toxicity (c) I 0.6199 61.99%
Estrogen receptor binding + 0.7361 73.61%
Androgen receptor binding + 0.7313 73.13%
Thyroid receptor binding + 0.6882 68.82%
Glucocorticoid receptor binding + 0.7471 74.71%
Aromatase binding + 0.6321 63.21%
PPAR gamma - 0.5353 53.53%
Honey bee toxicity - 0.8279 82.79%
Biodegradation - 0.8750 87.50%
Crustacea aquatic toxicity - 0.5300 53.00%
Fish aquatic toxicity + 0.9943 99.43%

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 99.48% 97.25%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 97.54% 85.14%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 96.80% 91.11%
CHEMBL4026 P40763 Signal transducer and activator of transcription 3 94.43% 82.69%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 93.64% 95.56%
CHEMBL2581 P07339 Cathepsin D 93.47% 98.95%
CHEMBL3137262 O60341 LSD1/CoREST complex 93.26% 97.09%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 93.14% 96.09%
CHEMBL2007 P16234 Platelet-derived growth factor receptor alpha 88.79% 91.07%
CHEMBL4303 P08238 Heat shock protein HSP 90-beta 88.37% 96.77%
CHEMBL1994 P08235 Mineralocorticoid receptor 88.28% 100.00%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 86.88% 94.45%
CHEMBL220 P22303 Acetylcholinesterase 86.16% 94.45%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 86.16% 97.14%
CHEMBL5608 Q16288 NT-3 growth factor receptor 84.38% 95.89%
CHEMBL3746 P80365 11-beta-hydroxysteroid dehydrogenase 2 84.21% 94.78%
CHEMBL218 P21554 Cannabinoid CB1 receptor 83.04% 96.61%
CHEMBL1806 P11388 DNA topoisomerase II alpha 82.75% 89.00%
CHEMBL221 P23219 Cyclooxygenase-1 82.68% 90.17%
CHEMBL2179 P04062 Beta-glucocerebrosidase 81.92% 85.31%
CHEMBL2265 P23141 Acyl coenzyme A:cholesterol acyltransferase 80.79% 85.94%

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.
There are no matching plants.

Cross-Links

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PubChem 162914139
LOTUS LTS0252735
wikiData Q105205950