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[(2R,3S,4S,9R,10R,13R,14R,17R)-3-hydroxy-10,13-dimethyl-17-[(1S)-1-[(2S,3S)-3-(2-methylpropyl)oxiran-2-yl]ethyl]-4-sulfooxy-2,3,4,5,6,9,11,12,14,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-2-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 e0db391c-e78e-4371-93dc-e9de17bf402a
Taxonomy Lipids and lipid-like molecules > Steroids and steroid derivatives > Cholestane steroids > Cholesterols and derivatives
IUPAC Name [(2R,3S,4S,9R,10R,13R,14R,17R)-3-hydroxy-10,13-dimethyl-17-[(1S)-1-[(2S,3S)-3-(2-methylpropyl)oxiran-2-yl]ethyl]-4-sulfooxy-2,3,4,5,6,9,11,12,14,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-2-yl] acetate
SMILES (Canonical)
SMILES (Isomeric)
InChI InChI=1S/C29H46O8S/c1-15(2)13-23-26(36-23)16(3)19-9-10-20-18-7-8-22-27(37-38(32,33)34)25(31)24(35-17(4)30)14-29(22,6)21(18)11-12-28(19,20)5/h7,15-16,19-27,31H,8-14H2,1-6H3,(H,32,33,34)/t16-,19+,20-,21-,22?,23-,24+,25-,26-,27-,28+,29+/m0/s1
InChI Key GURMOWQXFSXYQC-HDXNSBQASA-N
Popularity 2 references in papers

Physical and Chemical Properties

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Molecular Formula C29H46O8S
Molecular Weight 554.70 g/mol
Exact Mass 554.29133959 g/mol
Topological Polar Surface Area (TPSA) 131.00 Ų
XlogP 5.00
Atomic LogP (AlogP) 4.72
H-Bond Acceptor 7
H-Bond Donor 2
Rotatable Bonds 7

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of [(2R,3S,4S,9R,10R,13R,14R,17R)-3-hydroxy-10,13-dimethyl-17-[(1S)-1-[(2S,3S)-3-(2-methylpropyl)oxiran-2-yl]ethyl]-4-sulfooxy-2,3,4,5,6,9,11,12,14,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-2-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 + 0.9554 95.54%
Caco-2 - 0.7670 76.70%
Blood Brain Barrier + 0.7750 77.50%
Human oral bioavailability - 0.5714 57.14%
Subcellular localzation Mitochondria 0.4612 46.12%
OATP2B1 inhibitior - 0.7148 71.48%
OATP1B1 inhibitior + 0.8698 86.98%
OATP1B3 inhibitior + 0.9107 91.07%
MATE1 inhibitior - 0.9400 94.00%
OCT2 inhibitior - 0.8250 82.50%
BSEP inhibitior + 0.6454 64.54%
P-glycoprotein inhibitior + 0.6365 63.65%
P-glycoprotein substrate + 0.5249 52.49%
CYP3A4 substrate + 0.6977 69.77%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8497 84.97%
CYP3A4 inhibition - 0.7644 76.44%
CYP2C9 inhibition - 0.7294 72.94%
CYP2C19 inhibition - 0.7032 70.32%
CYP2D6 inhibition - 0.8665 86.65%
CYP1A2 inhibition - 0.7098 70.98%
CYP2C8 inhibition - 0.5868 58.68%
CYP inhibitory promiscuity - 0.7528 75.28%
UGT catelyzed + 0.8000 80.00%
Carcinogenicity (binary) - 0.5300 53.00%
Carcinogenicity (trinary) Non-required 0.5861 58.61%
Eye corrosion - 0.9817 98.17%
Eye irritation - 0.9370 93.70%
Skin irritation - 0.7396 73.96%
Skin corrosion - 0.8919 89.19%
Ames mutagenesis - 0.5900 59.00%
Human Ether-a-go-go-Related Gene inhibition - 0.4452 44.52%
Micronuclear + 0.6200 62.00%
Hepatotoxicity + 0.6545 65.45%
skin sensitisation - 0.8289 82.89%
Respiratory toxicity + 0.7000 70.00%
Reproductive toxicity + 0.9556 95.56%
Mitochondrial toxicity + 0.6000 60.00%
Nephrotoxicity - 0.6330 63.30%
Acute Oral Toxicity (c) III 0.5550 55.50%
Estrogen receptor binding + 0.6730 67.30%
Androgen receptor binding + 0.5746 57.46%
Thyroid receptor binding - 0.5921 59.21%
Glucocorticoid receptor binding + 0.7187 71.87%
Aromatase binding + 0.5771 57.71%
PPAR gamma + 0.5628 56.28%
Honey bee toxicity - 0.6922 69.22%
Biodegradation - 0.8750 87.50%
Crustacea aquatic toxicity - 0.5443 54.43%
Fish aquatic toxicity + 1.0000 100.00%

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 98.62% 96.09%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 97.97% 94.45%
CHEMBL4685 P14902 Indoleamine 2,3-dioxygenase 96.76% 96.38%
CHEMBL221 P23219 Cyclooxygenase-1 96.18% 90.17%
CHEMBL253 P34972 Cannabinoid CB2 receptor 95.68% 97.25%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 95.51% 91.11%
CHEMBL2581 P07339 Cathepsin D 93.73% 98.95%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 92.99% 95.89%
CHEMBL2179 P04062 Beta-glucocerebrosidase 92.45% 85.31%
CHEMBL1994 P08235 Mineralocorticoid receptor 91.34% 100.00%
CHEMBL3401 O75469 Pregnane X receptor 89.94% 94.73%
CHEMBL226 P30542 Adenosine A1 receptor 88.87% 95.93%
CHEMBL5608 Q16288 NT-3 growth factor receptor 88.07% 95.89%
CHEMBL3137262 O60341 LSD1/CoREST complex 87.51% 97.09%
CHEMBL1806 P11388 DNA topoisomerase II alpha 86.53% 89.00%
CHEMBL2111367 P27986 PI3-kinase p110-alpha/p85-alpha 86.25% 94.33%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 86.08% 97.14%
CHEMBL4227 P25090 Lipoxin A4 receptor 86.04% 100.00%
CHEMBL3359 P21462 Formyl peptide receptor 1 86.01% 93.56%
CHEMBL1075094 Q16236 Nuclear factor erythroid 2-related factor 2 85.60% 96.00%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 85.52% 95.56%
CHEMBL5255 O00206 Toll-like receptor 4 84.70% 92.50%
CHEMBL4444 P04070 Vitamin K-dependent protein C 83.35% 93.89%
CHEMBL2563 Q9UQL6 Histone deacetylase 5 81.16% 89.67%
CHEMBL4026 P40763 Signal transducer and activator of transcription 3 80.78% 82.69%
CHEMBL3922 P50579 Methionine aminopeptidase 2 80.54% 97.28%

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 10674692
LOTUS LTS0218799
wikiData Q105020395