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(2S,3R,4S,5R)-2-[[(3S,5S,9R,10S,13R,14R,17R)-17-[(E,2R,5R)-5-ethyl-6-methylhept-3-en-2-yl]-10,13-dimethyl-2,3,4,5,6,9,11,12,14,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-3-yl]oxy]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 e62d862d-e6fc-49c4-85a1-8f6399f80a1a
Taxonomy Lipids and lipid-like molecules > Steroids and steroid derivatives > Stigmastanes and derivatives
IUPAC Name (2S,3R,4S,5R)-2-[[(3S,5S,9R,10S,13R,14R,17R)-17-[(E,2R,5R)-5-ethyl-6-methylhept-3-en-2-yl]-10,13-dimethyl-2,3,4,5,6,9,11,12,14,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-3-yl]oxy]oxane-3,4,5-triol
SMILES (Canonical) CCC(C=CC(C)C1CCC2C1(CCC3C2=CCC4C3(CCC(C4)OC5C(C(C(CO5)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]3C2=CC[C@@H]4[C@@]3(CC[C@@H](C4)O[C@H]5[C@@H]([C@H]([C@@H](CO5)O)O)O)C)C)C(C)C
InChI InChI=1S/C34H56O5/c1-7-22(20(2)3)9-8-21(4)26-12-13-27-25-11-10-23-18-24(39-32-31(37)30(36)29(35)19-38-32)14-16-33(23,5)28(25)15-17-34(26,27)6/h8-9,11,20-24,26-32,35-37H,7,10,12-19H2,1-6H3/b9-8+/t21-,22+,23+,24+,26-,27+,28+,29-,30+,31-,32+,33+,34-/m1/s1
InChI Key LVXXPIALNMJBCK-YFKJOFLKSA-N
Popularity 1 reference in papers

Physical and Chemical Properties

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Molecular Formula C34H56O5
Molecular Weight 544.80 g/mol
Exact Mass 544.41277488 g/mol
Topological Polar Surface Area (TPSA) 79.20 Ų
XlogP 6.80
Atomic LogP (AlogP) 6.26
H-Bond Acceptor 5
H-Bond Donor 3
Rotatable Bonds 7

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of (2S,3R,4S,5R)-2-[[(3S,5S,9R,10S,13R,14R,17R)-17-[(E,2R,5R)-5-ethyl-6-methylhept-3-en-2-yl]-10,13-dimethyl-2,3,4,5,6,9,11,12,14,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-3-yl]oxy]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 + 0.9339 93.39%
Caco-2 - 0.7842 78.42%
Blood Brain Barrier - 0.6000 60.00%
Human oral bioavailability - 0.6714 67.14%
Subcellular localzation Mitochondria 0.7307 73.07%
OATP2B1 inhibitior - 0.8607 86.07%
OATP1B1 inhibitior + 0.8606 86.06%
OATP1B3 inhibitior + 0.8988 89.88%
MATE1 inhibitior - 0.9800 98.00%
OCT2 inhibitior - 0.7542 75.42%
BSEP inhibitior - 0.4578 45.78%
P-glycoprotein inhibitior + 0.6337 63.37%
P-glycoprotein substrate + 0.5456 54.56%
CYP3A4 substrate + 0.6918 69.18%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8208 82.08%
CYP3A4 inhibition - 0.7882 78.82%
CYP2C9 inhibition - 0.7842 78.42%
CYP2C19 inhibition - 0.8378 83.78%
CYP2D6 inhibition - 0.9139 91.39%
CYP1A2 inhibition - 0.8526 85.26%
CYP2C8 inhibition - 0.5662 56.62%
CYP inhibitory promiscuity - 0.8009 80.09%
UGT catelyzed - 0.5000 50.00%
Carcinogenicity (binary) - 0.9700 97.00%
Carcinogenicity (trinary) Non-required 0.6761 67.61%
Eye corrosion - 0.9906 99.06%
Eye irritation - 0.9429 94.29%
Skin irritation + 0.5000 50.00%
Skin corrosion - 0.9418 94.18%
Ames mutagenesis - 0.6500 65.00%
Human Ether-a-go-go-Related Gene inhibition + 0.7052 70.52%
Micronuclear - 0.8200 82.00%
Hepatotoxicity + 0.5241 52.41%
skin sensitisation - 0.8820 88.20%
Respiratory toxicity + 0.6778 67.78%
Reproductive toxicity + 0.9222 92.22%
Mitochondrial toxicity + 0.7000 70.00%
Nephrotoxicity - 0.8742 87.42%
Acute Oral Toxicity (c) III 0.5609 56.09%
Estrogen receptor binding + 0.7050 70.50%
Androgen receptor binding + 0.5605 56.05%
Thyroid receptor binding - 0.5505 55.05%
Glucocorticoid receptor binding + 0.6325 63.25%
Aromatase binding + 0.5354 53.54%
PPAR gamma + 0.5765 57.65%
Honey bee toxicity - 0.7597 75.97%
Biodegradation - 0.7500 75.00%
Crustacea aquatic toxicity - 0.5500 55.00%
Fish aquatic toxicity + 0.9811 98.11%

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 99.39% 97.25%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 97.91% 91.11%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 97.77% 96.09%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 96.19% 94.45%
CHEMBL3137262 O60341 LSD1/CoREST complex 94.63% 97.09%
CHEMBL226 P30542 Adenosine A1 receptor 90.42% 95.93%
CHEMBL5608 Q16288 NT-3 growth factor receptor 90.33% 95.89%
CHEMBL2179 P04062 Beta-glucocerebrosidase 89.02% 85.31%
CHEMBL4303 P08238 Heat shock protein HSP 90-beta 87.79% 96.77%
CHEMBL1994 P08235 Mineralocorticoid receptor 87.73% 100.00%
CHEMBL3359 P21462 Formyl peptide receptor 1 85.30% 93.56%
CHEMBL2955 O95136 Sphingosine 1-phosphate receptor Edg-5 85.16% 92.86%
CHEMBL4026 P40763 Signal transducer and activator of transcription 3 85.12% 82.69%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 85.05% 95.89%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 84.16% 92.62%
CHEMBL1937 Q92769 Histone deacetylase 2 83.77% 94.75%
CHEMBL2581 P07339 Cathepsin D 83.41% 98.95%
CHEMBL5845 P23415 Glycine receptor subunit alpha-1 82.76% 90.71%
CHEMBL1806 P11388 DNA topoisomerase II alpha 82.66% 89.00%
CHEMBL4051 P13569 Cystic fibrosis transmembrane conductance regulator 81.35% 95.71%
CHEMBL4227 P25090 Lipoxin A4 receptor 81.01% 100.00%
CHEMBL2335 P42785 Lysosomal Pro-X carboxypeptidase 80.66% 100.00%
CHEMBL3430907 Q96GD4 Aurora kinase B/Inner centromere protein 80.34% 97.50%

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.
Chrysophyllum africanum

Cross-Links

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PubChem 163015738
LOTUS LTS0097462
wikiData Q105158123