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methyl (2R,5R,6R)-2,5,6-trihydroxy-2-methyl-6-[(2S,3R,5S,9R,10R,13R,14S,17S)-2,3,5,14-tetrahydroxy-10,13-dimethyl-6-oxo-1,2,3,4,9,11,12,15,16,17-decahydrocyclopenta[a]phenanthren-17-yl]heptanoate

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 5d8c3291-9b55-4631-bcd0-ebd2ff052294
Taxonomy Lipids and lipid-like molecules > Steroids and steroid derivatives > Bile acids, alcohols and derivatives > Hydroxy bile acids, alcohols and derivatives
IUPAC Name methyl (2R,5R,6R)-2,5,6-trihydroxy-2-methyl-6-[(2S,3R,5S,9R,10R,13R,14S,17S)-2,3,5,14-tetrahydroxy-10,13-dimethyl-6-oxo-1,2,3,4,9,11,12,15,16,17-decahydrocyclopenta[a]phenanthren-17-yl]heptanoate
SMILES (Canonical) CC12CCC3C(=CC(=O)C4(C3(CC(C(C4)O)O)C)O)C1(CCC2C(C)(C(CCC(C)(C(=O)OC)O)O)O)O
SMILES (Isomeric) C[C@]12CC[C@H]3C(=CC(=O)[C@]4([C@@]3(C[C@@H]([C@@H](C4)O)O)C)O)[C@@]1(CC[C@@H]2[C@](C)([C@@H](CC[C@](C)(C(=O)OC)O)O)O)O
InChI InChI=1S/C28H44O10/c1-23-9-6-15-16(12-21(32)28(37)14-18(30)17(29)13-24(15,28)2)27(23,36)11-7-19(23)26(4,35)20(31)8-10-25(3,34)22(33)38-5/h12,15,17-20,29-31,34-37H,6-11,13-14H2,1-5H3/t15-,17-,18+,19-,20+,23+,24+,25+,26+,27+,28+/m0/s1
InChI Key HJFRJOLPKVDZSE-VRKJCICVSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C28H44O10
Molecular Weight 540.60 g/mol
Exact Mass 540.29344760 g/mol
Topological Polar Surface Area (TPSA) 185.00 Ų
XlogP -0.80
Atomic LogP (AlogP) 0.12
H-Bond Acceptor 10
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 methyl (2R,5R,6R)-2,5,6-trihydroxy-2-methyl-6-[(2S,3R,5S,9R,10R,13R,14S,17S)-2,3,5,14-tetrahydroxy-10,13-dimethyl-6-oxo-1,2,3,4,9,11,12,15,16,17-decahydrocyclopenta[a]phenanthren-17-yl]heptanoate

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9641 96.41%
Caco-2 - 0.7365 73.65%
Blood Brain Barrier + 0.7250 72.50%
Human oral bioavailability - 0.5571 55.71%
Subcellular localzation Mitochondria 0.7978 79.78%
OATP2B1 inhibitior - 0.5717 57.17%
OATP1B1 inhibitior + 0.8908 89.08%
OATP1B3 inhibitior - 0.2344 23.44%
MATE1 inhibitior - 0.9000 90.00%
OCT2 inhibitior - 0.8053 80.53%
BSEP inhibitior + 0.7955 79.55%
P-glycoprotein inhibitior - 0.4549 45.49%
P-glycoprotein substrate + 0.5905 59.05%
CYP3A4 substrate + 0.7069 70.69%
CYP2C9 substrate - 0.8037 80.37%
CYP2D6 substrate - 0.9064 90.64%
CYP3A4 inhibition - 0.8528 85.28%
CYP2C9 inhibition - 0.8117 81.17%
CYP2C19 inhibition - 0.7594 75.94%
CYP2D6 inhibition - 0.9491 94.91%
CYP1A2 inhibition - 0.8409 84.09%
CYP2C8 inhibition - 0.5918 59.18%
CYP inhibitory promiscuity - 0.9474 94.74%
UGT catelyzed + 0.7000 70.00%
Carcinogenicity (binary) - 1.0000 100.00%
Carcinogenicity (trinary) Non-required 0.6987 69.87%
Eye corrosion - 0.9929 99.29%
Eye irritation - 0.9283 92.83%
Skin irritation + 0.6156 61.56%
Skin corrosion - 0.9418 94.18%
Ames mutagenesis - 0.7900 79.00%
Human Ether-a-go-go-Related Gene inhibition - 0.4001 40.01%
Micronuclear - 0.7000 70.00%
Hepatotoxicity - 0.7150 71.50%
skin sensitisation - 0.8872 88.72%
Respiratory toxicity + 0.8111 81.11%
Reproductive toxicity + 0.9889 98.89%
Mitochondrial toxicity + 0.9500 95.00%
Nephrotoxicity - 0.8472 84.72%
Acute Oral Toxicity (c) IV 0.3551 35.51%
Estrogen receptor binding + 0.7124 71.24%
Androgen receptor binding + 0.7695 76.95%
Thyroid receptor binding + 0.5640 56.40%
Glucocorticoid receptor binding + 0.7784 77.84%
Aromatase binding + 0.7503 75.03%
PPAR gamma - 0.4836 48.36%
Honey bee toxicity - 0.8195 81.95%
Biodegradation - 0.7500 75.00%
Crustacea aquatic toxicity - 0.6000 60.00%
Fish aquatic toxicity + 0.9906 99.06%

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 99.68% 85.14%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 98.95% 91.11%
CHEMBL2581 P07339 Cathepsin D 95.42% 98.95%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 95.09% 96.09%
CHEMBL253 P34972 Cannabinoid CB2 receptor 94.92% 97.25%
CHEMBL4040 P28482 MAP kinase ERK2 94.28% 83.82%
CHEMBL3137262 O60341 LSD1/CoREST complex 93.21% 97.09%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 89.64% 94.45%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 89.53% 97.14%
CHEMBL3746 P80365 11-beta-hydroxysteroid dehydrogenase 2 89.47% 94.78%
CHEMBL5608 Q16288 NT-3 growth factor receptor 89.00% 95.89%
CHEMBL2007 P16234 Platelet-derived growth factor receptor alpha 88.88% 91.07%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 86.88% 95.56%
CHEMBL1871 P10275 Androgen Receptor 86.84% 96.43%
CHEMBL4026 P40763 Signal transducer and activator of transcription 3 85.27% 82.69%
CHEMBL2111367 P27986 PI3-kinase p110-alpha/p85-alpha 85.13% 94.33%
CHEMBL2274 Q9H228 Sphingosine 1-phosphate receptor Edg-8 84.43% 100.00%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 82.87% 95.89%
CHEMBL5469 Q14289 Protein tyrosine kinase 2 beta 81.84% 91.03%
CHEMBL4227 P25090 Lipoxin A4 receptor 81.29% 100.00%
CHEMBL1994 P08235 Mineralocorticoid receptor 80.99% 100.00%
CHEMBL2179 P04062 Beta-glucocerebrosidase 80.55% 85.31%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 80.20% 92.62%

Plants that contains it

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Below are displayed all the plants proven (via scientific papers) to contain this compound!
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There are no matching plants.

Cross-Links

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PubChem 162967025
LOTUS LTS0056312
wikiData Q105029214