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(2S,3R,4S,5S,6R)-2-[(2S,3R,4S,5S)-2-[[(3S,8S,9S,10R,13R,14S,17R)-17-[(E,2R,5S)-5-ethyl-6-methylhept-3-en-2-yl]-10,13-dimethyl-2,3,4,7,8,9,11,12,14,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-3-yl]oxy]-4,5-dihydroxyoxan-3-yl]oxy-6-(hydroxymethyl)oxane-3,4,5-triol

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 3cf45628-784d-45c1-b8e7-9a46cd86bbd5
Taxonomy Lipids and lipid-like molecules > Steroids and steroid derivatives > Stigmastanes and derivatives
IUPAC Name (2S,3R,4S,5S,6R)-2-[(2S,3R,4S,5S)-2-[[(3S,8S,9S,10R,13R,14S,17R)-17-[(E,2R,5S)-5-ethyl-6-methylhept-3-en-2-yl]-10,13-dimethyl-2,3,4,7,8,9,11,12,14,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-3-yl]oxy]-4,5-dihydroxyoxan-3-yl]oxy-6-(hydroxymethyl)oxane-3,4,5-triol
SMILES (Canonical) CCC(C=CC(C)C1CCC2C1(CCC3C2CC=C4C3(CCC(C4)OC5C(C(C(CO5)O)O)OC6C(C(C(C(O6)CO)O)O)O)C)C)C(C)C
SMILES (Isomeric) CC[C@H](/C=C/[C@@H](C)[C@H]1CC[C@@H]2[C@@]1(CC[C@H]3[C@H]2CC=C4[C@@]3(CC[C@@H](C4)O[C@H]5[C@@H]([C@H]([C@H](CO5)O)O)O[C@H]6[C@@H]([C@H]([C@@H]([C@H](O6)CO)O)O)O)C)C)C(C)C
InChI InChI=1S/C40H66O10/c1-7-23(21(2)3)9-8-22(4)27-12-13-28-26-11-10-24-18-25(14-16-39(24,5)29(26)15-17-40(27,28)6)48-38-36(32(43)30(42)20-47-38)50-37-35(46)34(45)33(44)31(19-41)49-37/h8-10,21-23,25-38,41-46H,7,11-20H2,1-6H3/b9-8+/t22-,23-,25+,26+,27-,28+,29+,30+,31-,32+,33-,34+,35-,36-,37+,38+,39+,40-/m1/s1
InChI Key RYRHMRRZWNWNKA-HQFNHTKDSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C40H66O10
Molecular Weight 706.90 g/mol
Exact Mass 706.46559830 g/mol
Topological Polar Surface Area (TPSA) 158.00 Ų
XlogP 5.40
Atomic LogP (AlogP) 4.09
H-Bond Acceptor 10
H-Bond Donor 6
Rotatable Bonds 10

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of (2S,3R,4S,5S,6R)-2-[(2S,3R,4S,5S)-2-[[(3S,8S,9S,10R,13R,14S,17R)-17-[(E,2R,5S)-5-ethyl-6-methylhept-3-en-2-yl]-10,13-dimethyl-2,3,4,7,8,9,11,12,14,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-3-yl]oxy]-4,5-dihydroxyoxan-3-yl]oxy-6-(hydroxymethyl)oxane-3,4,5-triol

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.8458 84.58%
Caco-2 - 0.8735 87.35%
Blood Brain Barrier - 0.5500 55.00%
Human oral bioavailability - 0.7429 74.29%
Subcellular localzation Mitochondria 0.7090 70.90%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.8727 87.27%
OATP1B3 inhibitior + 0.7953 79.53%
MATE1 inhibitior - 0.9612 96.12%
OCT2 inhibitior - 0.6250 62.50%
BSEP inhibitior + 0.7592 75.92%
P-glycoprotein inhibitior + 0.6951 69.51%
P-glycoprotein substrate + 0.6142 61.42%
CYP3A4 substrate + 0.7416 74.16%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8283 82.83%
CYP3A4 inhibition - 0.8702 87.02%
CYP2C9 inhibition - 0.8524 85.24%
CYP2C19 inhibition - 0.8925 89.25%
CYP2D6 inhibition - 0.9267 92.67%
CYP1A2 inhibition - 0.9120 91.20%
CYP2C8 inhibition + 0.6595 65.95%
CYP inhibitory promiscuity - 0.9016 90.16%
UGT catelyzed - 0.6000 60.00%
Carcinogenicity (binary) - 0.9700 97.00%
Carcinogenicity (trinary) Non-required 0.5899 58.99%
Eye corrosion - 0.9896 98.96%
Eye irritation - 0.9253 92.53%
Skin irritation - 0.5600 56.00%
Skin corrosion - 0.9427 94.27%
Ames mutagenesis - 0.8540 85.40%
Human Ether-a-go-go-Related Gene inhibition + 0.8060 80.60%
Micronuclear - 0.8400 84.00%
Hepatotoxicity - 0.8158 81.58%
skin sensitisation - 0.8991 89.91%
Respiratory toxicity + 0.7778 77.78%
Reproductive toxicity + 0.9444 94.44%
Mitochondrial toxicity - 0.5375 53.75%
Nephrotoxicity - 0.9400 94.00%
Acute Oral Toxicity (c) III 0.6256 62.56%
Estrogen receptor binding + 0.8146 81.46%
Androgen receptor binding + 0.7378 73.78%
Thyroid receptor binding - 0.5766 57.66%
Glucocorticoid receptor binding - 0.4784 47.84%
Aromatase binding + 0.6276 62.76%
PPAR gamma + 0.6862 68.62%
Honey bee toxicity - 0.6542 65.42%
Biodegradation - 0.7500 75.00%
Crustacea aquatic toxicity - 0.5100 51.00%
Fish aquatic toxicity + 0.9494 94.94%

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 99.12% 97.25%
CHEMBL226 P30542 Adenosine A1 receptor 99.01% 95.93%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 98.53% 96.09%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 98.05% 91.11%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 96.55% 94.45%
CHEMBL2581 P07339 Cathepsin D 96.12% 98.95%
CHEMBL3137262 O60341 LSD1/CoREST complex 92.33% 97.09%
CHEMBL1994 P08235 Mineralocorticoid receptor 91.65% 100.00%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 90.44% 95.89%
CHEMBL1937 Q92769 Histone deacetylase 2 87.72% 94.75%
CHEMBL5608 Q16288 NT-3 growth factor receptor 87.21% 95.89%
CHEMBL3359 P21462 Formyl peptide receptor 1 87.14% 93.56%
CHEMBL237 P41145 Kappa opioid receptor 86.54% 98.10%
CHEMBL1806 P11388 DNA topoisomerase II alpha 84.44% 89.00%
CHEMBL4051 P13569 Cystic fibrosis transmembrane conductance regulator 83.91% 95.71%
CHEMBL4227 P25090 Lipoxin A4 receptor 83.22% 100.00%
CHEMBL2955 O95136 Sphingosine 1-phosphate receptor Edg-5 82.70% 92.86%
CHEMBL3430907 Q96GD4 Aurora kinase B/Inner centromere protein 82.64% 97.50%
CHEMBL5028 O14672 ADAM10 82.55% 97.50%
CHEMBL1293249 Q13887 Kruppel-like factor 5 82.15% 86.33%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 80.60% 97.14%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 80.49% 95.56%

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.
Asparagus adscendens

Cross-Links

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PubChem 102061530
LOTUS LTS0153329
wikiData Q105247978