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(2S,3R,5R,9R,10R,13R,14S,15R,17S)-17-[(2R,3R)-2,3-dihydroxy-6-methylheptan-2-yl]-2,3,14,15-tetrahydroxy-10,13-dimethyl-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 90c9f24c-efaf-495d-95e3-0918c726b329
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,15R,17S)-17-[(2R,3R)-2,3-dihydroxy-6-methylheptan-2-yl]-2,3,14,15-tetrahydroxy-10,13-dimethyl-2,3,4,5,9,11,12,15,16,17-decahydro-1H-cyclopenta[a]phenanthren-6-one
SMILES (Canonical) CC(C)CCC(C(C)(C1CC(C2(C1(CCC3C2=CC(=O)C4C3(CC(C(C4)O)O)C)C)O)O)O)O
SMILES (Isomeric) CC(C)CC[C@H]([C@@](C)([C@H]1C[C@H]([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)O
InChI InChI=1S/C27H44O7/c1-14(2)6-7-22(31)26(5,33)21-12-23(32)27(34)16-10-18(28)17-11-19(29)20(30)13-24(17,3)15(16)8-9-25(21,27)4/h10,14-15,17,19-23,29-34H,6-9,11-13H2,1-5H3/t15-,17-,19+,20-,21-,22+,23+,24+,25+,26+,27-/m0/s1
InChI Key DJGJBKOKVVFGFR-IMLUKNQASA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C27H44O7
Molecular Weight 480.60 g/mol
Exact Mass 480.30870374 g/mol
Topological Polar Surface Area (TPSA) 138.00 Ų
XlogP 0.90
Atomic LogP (AlogP) 1.71
H-Bond Acceptor 7
H-Bond Donor 6
Rotatable Bonds 5

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,15R,17S)-17-[(2R,3R)-2,3-dihydroxy-6-methylheptan-2-yl]-2,3,14,15-tetrahydroxy-10,13-dimethyl-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 + 0.9938 99.38%
Caco-2 + 0.5000 50.00%
Blood Brain Barrier + 0.6750 67.50%
Human oral bioavailability - 0.5429 54.29%
Subcellular localzation Mitochondria 0.8310 83.10%
OATP2B1 inhibitior - 0.7171 71.71%
OATP1B1 inhibitior + 0.9142 91.42%
OATP1B3 inhibitior + 0.9479 94.79%
MATE1 inhibitior - 1.0000 100.00%
OCT2 inhibitior - 0.6500 65.00%
BSEP inhibitior - 0.5211 52.11%
P-glycoprotein inhibitior - 0.6805 68.05%
P-glycoprotein substrate + 0.6165 61.65%
CYP3A4 substrate + 0.6960 69.60%
CYP2C9 substrate - 0.8086 80.86%
CYP2D6 substrate - 0.8838 88.38%
CYP3A4 inhibition - 0.8309 83.09%
CYP2C9 inhibition - 0.8690 86.90%
CYP2C19 inhibition - 0.8364 83.64%
CYP2D6 inhibition - 0.9516 95.16%
CYP1A2 inhibition - 0.9278 92.78%
CYP2C8 inhibition - 0.7343 73.43%
CYP inhibitory promiscuity - 0.8761 87.61%
UGT catelyzed + 0.7000 70.00%
Carcinogenicity (binary) - 0.9800 98.00%
Carcinogenicity (trinary) Non-required 0.6900 69.00%
Eye corrosion - 0.9944 99.44%
Eye irritation - 0.9399 93.99%
Skin irritation + 0.6543 65.43%
Skin corrosion - 0.9489 94.89%
Ames mutagenesis - 0.6937 69.37%
Human Ether-a-go-go-Related Gene inhibition - 0.4117 41.17%
Micronuclear - 0.9000 90.00%
Hepatotoxicity + 0.5214 52.14%
skin sensitisation - 0.7034 70.34%
Respiratory toxicity + 0.8222 82.22%
Reproductive toxicity + 0.9667 96.67%
Mitochondrial toxicity + 0.9625 96.25%
Nephrotoxicity - 0.8769 87.69%
Acute Oral Toxicity (c) III 0.5365 53.65%
Estrogen receptor binding + 0.7421 74.21%
Androgen receptor binding + 0.7243 72.43%
Thyroid receptor binding + 0.5891 58.91%
Glucocorticoid receptor binding + 0.7319 73.19%
Aromatase binding + 0.5913 59.13%
PPAR gamma - 0.5421 54.21%
Honey bee toxicity - 0.8109 81.09%
Biodegradation - 0.8250 82.50%
Crustacea aquatic toxicity - 0.6400 64.00%
Fish aquatic toxicity + 0.9934 99.34%

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 99.63% 97.25%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 98.44% 85.14%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 96.95% 91.11%
CHEMBL2581 P07339 Cathepsin D 96.50% 98.95%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 96.25% 96.09%
CHEMBL4026 P40763 Signal transducer and activator of transcription 3 95.82% 82.69%
CHEMBL3137262 O60341 LSD1/CoREST complex 93.94% 97.09%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 91.79% 95.56%
CHEMBL5608 Q16288 NT-3 growth factor receptor 89.95% 95.89%
CHEMBL1994 P08235 Mineralocorticoid receptor 89.78% 100.00%
CHEMBL3746 P80365 11-beta-hydroxysteroid dehydrogenase 2 89.35% 94.78%
CHEMBL218 P21554 Cannabinoid CB1 receptor 89.20% 96.61%
CHEMBL2094135 Q96BI3 Gamma-secretase 86.70% 98.05%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 86.52% 97.14%
CHEMBL2179 P04062 Beta-glucocerebrosidase 86.33% 85.31%
CHEMBL2007 P16234 Platelet-derived growth factor receptor alpha 86.22% 91.07%
CHEMBL2781 P19634 Sodium/hydrogen exchanger 1 85.78% 90.24%
CHEMBL332 P03956 Matrix metalloproteinase-1 85.56% 94.50%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 84.90% 94.45%
CHEMBL221 P23219 Cyclooxygenase-1 84.47% 90.17%
CHEMBL4227 P25090 Lipoxin A4 receptor 84.09% 100.00%
CHEMBL2274 Q9H228 Sphingosine 1-phosphate receptor Edg-8 82.49% 100.00%
CHEMBL1871 P10275 Androgen Receptor 81.17% 96.43%
CHEMBL5163 Q9NY46 Sodium channel protein type III alpha subunit 81.02% 96.90%
CHEMBL4303 P08238 Heat shock protein HSP 90-beta 80.98% 96.77%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 80.97% 95.89%
CHEMBL226 P30542 Adenosine A1 receptor 80.45% 95.93%
CHEMBL1806 P11388 DNA topoisomerase II alpha 80.14% 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.
Rhaponticum carthamoides subsp. carthamoides

Cross-Links

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PubChem 101851582
LOTUS LTS0249347
wikiData Q104982155