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[(2R,3S,4S,9R,10R,13R,14R,17R)-2,3-dihydroxy-10,13-dimethyl-17-[(1S)-1-[(2S,3S)-3-(2-methylpropyl)oxiran-2-yl]ethyl]-2,3,4,5,6,9,11,12,14,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-4-yl] hydrogen sulfate

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 73c5b42d-fbe7-4a66-b64f-3bcc6091dd3d
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)-2,3-dihydroxy-10,13-dimethyl-17-[(1S)-1-[(2S,3S)-3-(2-methylpropyl)oxiran-2-yl]ethyl]-2,3,4,5,6,9,11,12,14,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-4-yl] hydrogen sulfate
SMILES (Canonical)
SMILES (Isomeric)
InChI InChI=1S/C27H44O7S/c1-14(2)12-22-24(33-22)15(3)17-8-9-18-16-6-7-20-25(34-35(30,31)32)23(29)21(28)13-27(20,5)19(16)10-11-26(17,18)4/h6,14-15,17-25,28-29H,7-13H2,1-5H3,(H,30,31,32)/t15-,17+,18-,19-,20?,21+,22-,23-,24-,25-,26+,27+/m0/s1
InChI Key XRRWYIVUOJEZDH-FTAPDTLJSA-N
Popularity 2 references in papers

Physical and Chemical Properties

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Molecular Formula C27H44O7S
Molecular Weight 512.70 g/mol
Exact Mass 512.28077491 g/mol
Topological Polar Surface Area (TPSA) 125.00 Ų
XlogP 4.40
Atomic LogP (AlogP) 4.14
H-Bond Acceptor 6
H-Bond Donor 3
Rotatable Bonds 6

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)-2,3-dihydroxy-10,13-dimethyl-17-[(1S)-1-[(2S,3S)-3-(2-methylpropyl)oxiran-2-yl]ethyl]-2,3,4,5,6,9,11,12,14,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-4-yl] hydrogen sulfate

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9522 95.22%
Caco-2 - 0.7394 73.94%
Blood Brain Barrier + 0.7638 76.38%
Human oral bioavailability - 0.5857 58.57%
Subcellular localzation Mitochondria 0.4323 43.23%
OATP2B1 inhibitior - 0.7151 71.51%
OATP1B1 inhibitior + 0.8862 88.62%
OATP1B3 inhibitior + 0.9297 92.97%
MATE1 inhibitior - 0.9800 98.00%
OCT2 inhibitior - 0.8000 80.00%
BSEP inhibitior - 0.6575 65.75%
P-glycoprotein inhibitior - 0.4805 48.05%
P-glycoprotein substrate - 0.5387 53.87%
CYP3A4 substrate + 0.6781 67.81%
CYP2C9 substrate - 0.8087 80.87%
CYP2D6 substrate - 0.7998 79.98%
CYP3A4 inhibition - 0.7014 70.14%
CYP2C9 inhibition - 0.7207 72.07%
CYP2C19 inhibition - 0.6634 66.34%
CYP2D6 inhibition - 0.8642 86.42%
CYP1A2 inhibition - 0.7083 70.83%
CYP2C8 inhibition - 0.7112 71.12%
CYP inhibitory promiscuity - 0.7499 74.99%
UGT catelyzed + 0.8000 80.00%
Carcinogenicity (binary) - 0.5200 52.00%
Carcinogenicity (trinary) Non-required 0.5920 59.20%
Eye corrosion - 0.9810 98.10%
Eye irritation - 0.9416 94.16%
Skin irritation - 0.7342 73.42%
Skin corrosion - 0.8800 88.00%
Ames mutagenesis - 0.6500 65.00%
Human Ether-a-go-go-Related Gene inhibition - 0.3967 39.67%
Micronuclear + 0.5900 59.00%
Hepatotoxicity + 0.6116 61.16%
skin sensitisation - 0.8171 81.71%
Respiratory toxicity + 0.7444 74.44%
Reproductive toxicity + 0.9667 96.67%
Mitochondrial toxicity + 0.7250 72.50%
Nephrotoxicity - 0.7322 73.22%
Acute Oral Toxicity (c) III 0.5498 54.98%
Estrogen receptor binding + 0.6538 65.38%
Androgen receptor binding + 0.5621 56.21%
Thyroid receptor binding - 0.5134 51.34%
Glucocorticoid receptor binding + 0.6998 69.98%
Aromatase binding + 0.5398 53.98%
PPAR gamma - 0.5188 51.88%
Honey bee toxicity - 0.7444 74.44%
Biodegradation - 0.7500 75.00%
Crustacea aquatic toxicity - 0.5205 52.05%
Fish aquatic toxicity + 0.9955 99.55%

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
CHEMBL4685 P14902 Indoleamine 2,3-dioxygenase 98.31% 96.38%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 98.12% 96.09%
CHEMBL253 P34972 Cannabinoid CB2 receptor 97.14% 97.25%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 96.07% 94.45%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 94.99% 91.11%
CHEMBL226 P30542 Adenosine A1 receptor 94.07% 95.93%
CHEMBL2179 P04062 Beta-glucocerebrosidase 92.80% 85.31%
CHEMBL1994 P08235 Mineralocorticoid receptor 91.32% 100.00%
CHEMBL3137262 O60341 LSD1/CoREST complex 91.14% 97.09%
CHEMBL2581 P07339 Cathepsin D 91.08% 98.95%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 90.88% 95.89%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 89.48% 95.56%
CHEMBL221 P23219 Cyclooxygenase-1 89.37% 90.17%
CHEMBL3359 P21462 Formyl peptide receptor 1 89.17% 93.56%
CHEMBL5608 Q16288 NT-3 growth factor receptor 89.12% 95.89%
CHEMBL3401 O75469 Pregnane X receptor 88.95% 94.73%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 87.98% 97.14%
CHEMBL218 P21554 Cannabinoid CB1 receptor 87.63% 96.61%
CHEMBL4227 P25090 Lipoxin A4 receptor 85.93% 100.00%
CHEMBL4026 P40763 Signal transducer and activator of transcription 3 84.65% 82.69%
CHEMBL1806 P11388 DNA topoisomerase II alpha 84.64% 89.00%
CHEMBL1075094 Q16236 Nuclear factor erythroid 2-related factor 2 84.36% 96.00%
CHEMBL4444 P04070 Vitamin K-dependent protein C 83.56% 93.89%
CHEMBL5845 P23415 Glycine receptor subunit alpha-1 82.86% 90.71%
CHEMBL5255 O00206 Toll-like receptor 4 81.55% 92.50%
CHEMBL2111367 P27986 PI3-kinase p110-alpha/p85-alpha 81.39% 94.33%
CHEMBL3476 O15111 Inhibitor of nuclear factor kappa B kinase alpha subunit 81.05% 95.83%

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 10673880
LOTUS LTS0053651
wikiData Q105340706