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[(2R,3R,5R,6R,9R,10R,11R,13R,14R,17R)-11-acetyloxy-2,3,5,6,9-pentahydroxy-13-methyl-17-[(E,2R)-6-methylhept-3-en-2-yl]-2,3,4,6,11,12,14,15,16,17-decahydro-1H-cyclopenta[a]phenanthren-10-yl]methyl 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 32e67edc-f969-4b06-8333-5f9293db135b
Taxonomy Lipids and lipid-like molecules > Steroids and steroid derivatives > Cholestane steroids > Cholesterols and derivatives
IUPAC Name [(2R,3R,5R,6R,9R,10R,11R,13R,14R,17R)-11-acetyloxy-2,3,5,6,9-pentahydroxy-13-methyl-17-[(E,2R)-6-methylhept-3-en-2-yl]-2,3,4,6,11,12,14,15,16,17-decahydro-1H-cyclopenta[a]phenanthren-10-yl]methyl acetate
SMILES (Canonical) CC(C)CC=CC(C)C1CCC2C1(CC(C3(C2=CC(C4(C3(CC(C(C4)O)O)COC(=O)C)O)O)O)OC(=O)C)C
SMILES (Isomeric) C[C@H](/C=C/CC(C)C)[C@H]1CC[C@@H]2[C@@]1(C[C@H]([C@]3(C2=C[C@H]([C@@]4([C@@]3(C[C@H]([C@@H](C4)O)O)COC(=O)C)O)O)O)OC(=O)C)C
InChI InChI=1S/C31H48O9/c1-17(2)8-7-9-18(3)21-10-11-22-23-12-26(36)30(37)14-25(35)24(34)13-29(30,16-39-19(4)32)31(23,38)27(40-20(5)33)15-28(21,22)6/h7,9,12,17-18,21-22,24-27,34-38H,8,10-11,13-16H2,1-6H3/b9-7+/t18-,21-,22+,24-,25-,26-,27-,28-,29-,30+,31+/m1/s1
InChI Key BTKIWWCKOCHYKP-VAYLDMCYSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C31H48O9
Molecular Weight 564.70 g/mol
Exact Mass 564.32983310 g/mol
Topological Polar Surface Area (TPSA) 154.00 Ų
XlogP 1.80
Atomic LogP (AlogP) 2.42
H-Bond Acceptor 9
H-Bond Donor 5
Rotatable Bonds 7

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of [(2R,3R,5R,6R,9R,10R,11R,13R,14R,17R)-11-acetyloxy-2,3,5,6,9-pentahydroxy-13-methyl-17-[(E,2R)-6-methylhept-3-en-2-yl]-2,3,4,6,11,12,14,15,16,17-decahydro-1H-cyclopenta[a]phenanthren-10-yl]methyl acetate

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9708 97.08%
Caco-2 - 0.7674 76.74%
Blood Brain Barrier + 0.7750 77.50%
Human oral bioavailability - 0.7714 77.14%
Subcellular localzation Mitochondria 0.8990 89.90%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.7990 79.90%
OATP1B3 inhibitior + 0.8077 80.77%
MATE1 inhibitior - 0.9800 98.00%
OCT2 inhibitior - 0.7350 73.50%
BSEP inhibitior + 0.8164 81.64%
P-glycoprotein inhibitior + 0.6397 63.97%
P-glycoprotein substrate + 0.6047 60.47%
CYP3A4 substrate + 0.7017 70.17%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8735 87.35%
CYP3A4 inhibition - 0.9136 91.36%
CYP2C9 inhibition - 0.7604 76.04%
CYP2C19 inhibition - 0.9084 90.84%
CYP2D6 inhibition - 0.9493 94.93%
CYP1A2 inhibition - 0.9059 90.59%
CYP2C8 inhibition + 0.4434 44.34%
CYP inhibitory promiscuity - 0.9255 92.55%
UGT catelyzed + 0.8000 80.00%
Carcinogenicity (binary) - 0.9900 99.00%
Carcinogenicity (trinary) Non-required 0.7104 71.04%
Eye corrosion - 0.9927 99.27%
Eye irritation - 0.9252 92.52%
Skin irritation + 0.5952 59.52%
Skin corrosion - 0.9517 95.17%
Ames mutagenesis - 0.7370 73.70%
Human Ether-a-go-go-Related Gene inhibition + 0.6462 64.62%
Micronuclear - 0.7400 74.00%
Hepatotoxicity - 0.7000 70.00%
skin sensitisation - 0.9015 90.15%
Respiratory toxicity + 0.7444 74.44%
Reproductive toxicity + 0.9889 98.89%
Mitochondrial toxicity + 0.9125 91.25%
Nephrotoxicity - 0.6831 68.31%
Acute Oral Toxicity (c) III 0.5563 55.63%
Estrogen receptor binding + 0.8273 82.73%
Androgen receptor binding + 0.7215 72.15%
Thyroid receptor binding + 0.5378 53.78%
Glucocorticoid receptor binding + 0.6787 67.87%
Aromatase binding + 0.6481 64.81%
PPAR gamma + 0.6165 61.65%
Honey bee toxicity - 0.7826 78.26%
Biodegradation - 0.8500 85.00%
Crustacea aquatic toxicity - 0.6200 62.00%
Fish aquatic toxicity + 0.9959 99.59%

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
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 99.13% 96.09%
CHEMBL2581 P07339 Cathepsin D 97.42% 98.95%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 97.27% 94.45%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 93.77% 85.14%
CHEMBL3137262 O60341 LSD1/CoREST complex 93.21% 97.09%
CHEMBL4040 P28482 MAP kinase ERK2 92.13% 83.82%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 92.11% 91.11%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 90.61% 95.89%
CHEMBL253 P34972 Cannabinoid CB2 receptor 89.02% 97.25%
CHEMBL299 P17252 Protein kinase C alpha 87.87% 98.03%
CHEMBL4026 P40763 Signal transducer and activator of transcription 3 87.87% 82.69%
CHEMBL5608 Q16288 NT-3 growth factor receptor 87.07% 95.89%
CHEMBL340 P08684 Cytochrome P450 3A4 86.03% 91.19%
CHEMBL3359 P21462 Formyl peptide receptor 1 85.82% 93.56%
CHEMBL2274 Q9H228 Sphingosine 1-phosphate receptor Edg-8 85.12% 100.00%
CHEMBL2179 P04062 Beta-glucocerebrosidase 84.91% 85.31%
CHEMBL4227 P25090 Lipoxin A4 receptor 84.19% 100.00%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 83.15% 95.56%
CHEMBL2007 P16234 Platelet-derived growth factor receptor alpha 82.72% 91.07%
CHEMBL3807 P17706 T-cell protein-tyrosine phosphatase 82.14% 93.00%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 81.15% 97.14%
CHEMBL221 P23219 Cyclooxygenase-1 80.35% 90.17%
CHEMBL5028 O14672 ADAM10 80.17% 97.50%

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 21609789
LOTUS LTS0246604
wikiData Q104945679