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(2R,3R,5S,9R,10R,13S,14S,17S)-17-[(2S,3S,4S,5R)-5-ethyl-2,3,4-trihydroxy-6-methylheptan-2-yl]-2,3,14-trihydroxy-10,13-dimethyl-2,3,4,5,9,11,12,15,16,17-decahydro-1H-cyclopenta[a]phenanthren-6-one

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 ee407895-5658-4a61-bb74-7665572a7c34
Taxonomy Lipids and lipid-like molecules > Steroids and steroid derivatives > Stigmastanes and derivatives
IUPAC Name (2R,3R,5S,9R,10R,13S,14S,17S)-17-[(2S,3S,4S,5R)-5-ethyl-2,3,4-trihydroxy-6-methylheptan-2-yl]-2,3,14-trihydroxy-10,13-dimethyl-2,3,4,5,9,11,12,15,16,17-decahydro-1H-cyclopenta[a]phenanthren-6-one
SMILES (Canonical)
SMILES (Isomeric)
InChI InChI=1S/C29H48O7/c1-7-16(15(2)3)24(33)25(34)28(6,35)23-9-11-29(36)18-12-20(30)19-13-21(31)22(32)14-26(19,4)17(18)8-10-27(23,29)5/h12,15-17,19,21-25,31-36H,7-11,13-14H2,1-6H3/t16-,17+,19-,21-,22-,23+,24+,25+,26-,27+,28+,29-/m1/s1
InChI Key MDPPDNUIYZZMBK-JUGSZNKZSA-N
Popularity 2 references in papers

Physical and Chemical Properties

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Molecular Formula C29H48O7
Molecular Weight 508.70 g/mol
Exact Mass 508.34000387 g/mol
Topological Polar Surface Area (TPSA) 138.00 Ų
XlogP 1.70
Atomic LogP (AlogP) 2.35
H-Bond Acceptor 7
H-Bond Donor 6
Rotatable Bonds 6

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of (2R,3R,5S,9R,10R,13S,14S,17S)-17-[(2S,3S,4S,5R)-5-ethyl-2,3,4-trihydroxy-6-methylheptan-2-yl]-2,3,14-trihydroxy-10,13-dimethyl-2,3,4,5,9,11,12,15,16,17-decahydro-1H-cyclopenta[a]phenanthren-6-one

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9923 99.23%
Caco-2 - 0.5764 57.64%
Blood Brain Barrier + 0.8000 80.00%
Human oral bioavailability + 0.5429 54.29%
Subcellular localzation Mitochondria 0.7118 71.18%
OATP2B1 inhibitior - 0.5770 57.70%
OATP1B1 inhibitior + 0.8805 88.05%
OATP1B3 inhibitior + 0.9277 92.77%
MATE1 inhibitior - 1.0000 100.00%
OCT2 inhibitior - 0.8000 80.00%
BSEP inhibitior + 0.6143 61.43%
P-glycoprotein inhibitior - 0.6137 61.37%
P-glycoprotein substrate + 0.5586 55.86%
CYP3A4 substrate + 0.6741 67.41%
CYP2C9 substrate - 0.8086 80.86%
CYP2D6 substrate - 0.8838 88.38%
CYP3A4 inhibition - 0.7632 76.32%
CYP2C9 inhibition - 0.8204 82.04%
CYP2C19 inhibition - 0.7445 74.45%
CYP2D6 inhibition - 0.9315 93.15%
CYP1A2 inhibition - 0.9101 91.01%
CYP2C8 inhibition - 0.6558 65.58%
CYP inhibitory promiscuity - 0.8072 80.72%
UGT catelyzed + 0.8000 80.00%
Carcinogenicity (binary) - 0.9800 98.00%
Carcinogenicity (trinary) Non-required 0.6618 66.18%
Eye corrosion - 0.9932 99.32%
Eye irritation - 0.9388 93.88%
Skin irritation + 0.6215 62.15%
Skin corrosion - 0.9399 93.99%
Ames mutagenesis - 0.7400 74.00%
Human Ether-a-go-go-Related Gene inhibition - 0.5470 54.70%
Micronuclear - 0.9100 91.00%
Hepatotoxicity - 0.5680 56.80%
skin sensitisation - 0.7760 77.60%
Respiratory toxicity + 0.8000 80.00%
Reproductive toxicity + 0.9667 96.67%
Mitochondrial toxicity + 0.9625 96.25%
Nephrotoxicity - 0.8797 87.97%
Acute Oral Toxicity (c) I 0.3780 37.80%
Estrogen receptor binding + 0.7209 72.09%
Androgen receptor binding + 0.7438 74.38%
Thyroid receptor binding + 0.5875 58.75%
Glucocorticoid receptor binding + 0.6942 69.42%
Aromatase binding + 0.6302 63.02%
PPAR gamma - 0.5124 51.24%
Honey bee toxicity - 0.8344 83.44%
Biodegradation - 0.8750 87.50%
Crustacea aquatic toxicity - 0.6500 65.00%
Fish aquatic toxicity + 0.9937 99.37%

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 99.70% 97.25%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 99.22% 85.14%
CHEMBL2581 P07339 Cathepsin D 96.83% 98.95%
CHEMBL4026 P40763 Signal transducer and activator of transcription 3 96.52% 82.69%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 95.90% 96.09%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 95.63% 91.11%
CHEMBL4040 P28482 MAP kinase ERK2 93.78% 83.82%
CHEMBL3137262 O60341 LSD1/CoREST complex 93.57% 97.09%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 90.99% 95.56%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 89.26% 94.45%
CHEMBL3746 P80365 11-beta-hydroxysteroid dehydrogenase 2 88.35% 94.78%
CHEMBL4303 P08238 Heat shock protein HSP 90-beta 87.94% 96.77%
CHEMBL1994 P08235 Mineralocorticoid receptor 87.28% 100.00%
CHEMBL221 P23219 Cyclooxygenase-1 86.55% 90.17%
CHEMBL5608 Q16288 NT-3 growth factor receptor 85.66% 95.89%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 85.59% 97.14%
CHEMBL2007 P16234 Platelet-derived growth factor receptor alpha 85.20% 91.07%
CHEMBL218 P21554 Cannabinoid CB1 receptor 83.96% 96.61%
CHEMBL2274 Q9H228 Sphingosine 1-phosphate receptor Edg-8 83.13% 100.00%
CHEMBL226 P30542 Adenosine A1 receptor 82.41% 95.93%
CHEMBL5163 Q9NY46 Sodium channel protein type III alpha subunit 81.26% 96.90%
CHEMBL299 P17252 Protein kinase C alpha 80.56% 98.03%
CHEMBL4051 P13569 Cystic fibrosis transmembrane conductance regulator 80.37% 95.71%
CHEMBL1806 P11388 DNA topoisomerase II alpha 80.16% 89.00%

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 162965632
LOTUS LTS0220014
wikiData Q105161886