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[(2R,3R)-2,6-dihydroxy-6-methyl-2-[(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]heptan-3-yl] acetate

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 c26730ac-dd0e-4d22-8462-434d29a3b165
Taxonomy Lipids and lipid-like molecules > Steroids and steroid derivatives > Bile acids, alcohols and derivatives > Hydroxy bile acids, alcohols and derivatives
IUPAC Name [(2R,3R)-2,6-dihydroxy-6-methyl-2-[(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]heptan-3-yl] acetate
SMILES (Canonical) CC(=O)OC(CCC(C)(C)O)C(C)(C1CCC2(C1(CCC3C2=CC(=O)C4(C3(CC(C(C4)O)O)C)O)C)O)O
SMILES (Isomeric) CC(=O)O[C@H](CCC(C)(C)O)[C@@](C)([C@H]1CC[C@@]2([C@@]1(CC[C@H]3C2=CC(=O)[C@]4([C@@]3(C[C@@H]([C@@H](C4)O)O)C)O)C)O)O
InChI InChI=1S/C29H46O9/c1-16(30)38-23(9-10-24(2,3)34)27(6,35)21-8-12-28(36)18-13-22(33)29(37)15-20(32)19(31)14-26(29,5)17(18)7-11-25(21,28)4/h13,17,19-21,23,31-32,34-37H,7-12,14-15H2,1-6H3/t17-,19-,20+,21-,23+,25+,26+,27+,28+,29+/m0/s1
InChI Key KBZQKVFQYSDKKF-QYKMLEMFSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C29H46O9
Molecular Weight 538.70 g/mol
Exact Mass 538.31418304 g/mol
Topological Polar Surface Area (TPSA) 165.00 Ų
XlogP 0.30
Atomic LogP (AlogP) 1.54
H-Bond Acceptor 9
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 [(2R,3R)-2,6-dihydroxy-6-methyl-2-[(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]heptan-3-yl] acetate

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9729 97.29%
Caco-2 - 0.6533 65.33%
Blood Brain Barrier + 0.7000 70.00%
Human oral bioavailability - 0.5714 57.14%
Subcellular localzation Mitochondria 0.8440 84.40%
OATP2B1 inhibitior - 0.8578 85.78%
OATP1B1 inhibitior + 0.9033 90.33%
OATP1B3 inhibitior - 0.3652 36.52%
MATE1 inhibitior - 0.8600 86.00%
OCT2 inhibitior - 0.7782 77.82%
BSEP inhibitior + 0.8777 87.77%
P-glycoprotein inhibitior - 0.4593 45.93%
P-glycoprotein substrate + 0.5487 54.87%
CYP3A4 substrate + 0.7044 70.44%
CYP2C9 substrate - 0.8046 80.46%
CYP2D6 substrate - 0.9063 90.63%
CYP3A4 inhibition - 0.7972 79.72%
CYP2C9 inhibition - 0.7564 75.64%
CYP2C19 inhibition - 0.7996 79.96%
CYP2D6 inhibition - 0.9508 95.08%
CYP1A2 inhibition - 0.8775 87.75%
CYP2C8 inhibition - 0.5647 56.47%
CYP inhibitory promiscuity - 0.9189 91.89%
UGT catelyzed + 0.6362 63.62%
Carcinogenicity (binary) - 1.0000 100.00%
Carcinogenicity (trinary) Non-required 0.7027 70.27%
Eye corrosion - 0.9930 99.30%
Eye irritation - 0.9317 93.17%
Skin irritation + 0.6320 63.20%
Skin corrosion - 0.9404 94.04%
Ames mutagenesis - 0.7700 77.00%
Human Ether-a-go-go-Related Gene inhibition + 0.7139 71.39%
Micronuclear - 0.7200 72.00%
Hepatotoxicity - 0.6121 61.21%
skin sensitisation - 0.8358 83.58%
Respiratory toxicity + 0.6889 68.89%
Reproductive toxicity + 0.9889 98.89%
Mitochondrial toxicity + 0.9500 95.00%
Nephrotoxicity - 0.6126 61.26%
Acute Oral Toxicity (c) I 0.4699 46.99%
Estrogen receptor binding + 0.7269 72.69%
Androgen receptor binding + 0.7581 75.81%
Thyroid receptor binding + 0.5307 53.07%
Glucocorticoid receptor binding + 0.7325 73.25%
Aromatase binding + 0.7186 71.86%
PPAR gamma + 0.5470 54.70%
Honey bee toxicity - 0.7861 78.61%
Biodegradation - 0.8250 82.50%
Crustacea aquatic toxicity - 0.5000 50.00%
Fish aquatic toxicity + 0.9966 99.66%

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 99.01% 97.25%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 98.96% 91.11%
CHEMBL2581 P07339 Cathepsin D 96.07% 98.95%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 95.93% 96.09%
CHEMBL4026 P40763 Signal transducer and activator of transcription 3 95.67% 82.69%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 94.56% 85.14%
CHEMBL3137262 O60341 LSD1/CoREST complex 92.32% 97.09%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 91.24% 94.45%
CHEMBL5608 Q16288 NT-3 growth factor receptor 89.51% 95.89%
CHEMBL3746 P80365 11-beta-hydroxysteroid dehydrogenase 2 88.22% 94.78%
CHEMBL3922 P50579 Methionine aminopeptidase 2 88.08% 97.28%
CHEMBL1994 P08235 Mineralocorticoid receptor 87.00% 100.00%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 86.57% 97.14%
CHEMBL2179 P04062 Beta-glucocerebrosidase 86.39% 85.31%
CHEMBL2274 Q9H228 Sphingosine 1-phosphate receptor Edg-8 86.13% 100.00%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 86.06% 95.56%
CHEMBL1806 P11388 DNA topoisomerase II alpha 85.33% 89.00%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 84.75% 95.89%
CHEMBL1293249 Q13887 Kruppel-like factor 5 84.54% 86.33%
CHEMBL4051 P13569 Cystic fibrosis transmembrane conductance regulator 83.18% 95.71%
CHEMBL218 P21554 Cannabinoid CB1 receptor 80.16% 96.61%

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.
Serratula coronata
Silene turkestanica

Cross-Links

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PubChem 14656704
LOTUS LTS0043040
wikiData Q105138638