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(3S,9S,10R,13R,14R,17R)-17-[(E,2R,5R)-5,6-dimethylhept-3-en-2-yl]-3-hydroperoxy-10,13-dimethyl-2,3,4,9,11,12,14,15,16,17-decahydro-1H-cyclopenta[a]phenanthrene

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 22789125-210e-4163-a4d9-67cb3bf7734e
Taxonomy Lipids and lipid-like molecules > Steroids and steroid derivatives > Ergostane steroids
IUPAC Name (3S,9S,10R,13R,14R,17R)-17-[(E,2R,5R)-5,6-dimethylhept-3-en-2-yl]-3-hydroperoxy-10,13-dimethyl-2,3,4,9,11,12,14,15,16,17-decahydro-1H-cyclopenta[a]phenanthrene
SMILES (Canonical) CC(C)C(C)C=CC(C)C1CCC2C1(CCC3C2=CC=C4C3(CCC(C4)OO)C)C
SMILES (Isomeric) C[C@H](/C=C/[C@H](C)C(C)C)[C@H]1CC[C@@H]2[C@@]1(CC[C@H]3C2=CC=C4[C@@]3(CC[C@@H](C4)OO)C)C
InChI InChI=1S/C28H44O2/c1-18(2)19(3)7-8-20(4)24-11-12-25-23-10-9-21-17-22(30-29)13-15-27(21,5)26(23)14-16-28(24,25)6/h7-10,18-20,22,24-26,29H,11-17H2,1-6H3/b8-7+/t19-,20+,22-,24+,25-,26-,27-,28+/m0/s1
InChI Key LESGHGUKCRHTCP-APGDWVJJSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C28H44O2
Molecular Weight 412.60 g/mol
Exact Mass 412.334130642 g/mol
Topological Polar Surface Area (TPSA) 29.50 Ų
XlogP 7.50
Atomic LogP (AlogP) 7.83
H-Bond Acceptor 2
H-Bond Donor 1
Rotatable Bonds 5

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of (3S,9S,10R,13R,14R,17R)-17-[(E,2R,5R)-5,6-dimethylhept-3-en-2-yl]-3-hydroperoxy-10,13-dimethyl-2,3,4,9,11,12,14,15,16,17-decahydro-1H-cyclopenta[a]phenanthrene

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9956 99.56%
Caco-2 + 0.5798 57.98%
Blood Brain Barrier + 0.5250 52.50%
Human oral bioavailability - 0.5714 57.14%
Subcellular localzation Mitochondria 0.6318 63.18%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior - 0.4757 47.57%
OATP1B3 inhibitior + 0.9242 92.42%
MATE1 inhibitior - 0.9800 98.00%
OCT2 inhibitior - 0.5750 57.50%
BSEP inhibitior + 0.8415 84.15%
P-glycoprotein inhibitior + 0.6235 62.35%
P-glycoprotein substrate - 0.6709 67.09%
CYP3A4 substrate + 0.6475 64.75%
CYP2C9 substrate - 0.6219 62.19%
CYP2D6 substrate - 0.7729 77.29%
CYP3A4 inhibition - 0.7599 75.99%
CYP2C9 inhibition - 0.7754 77.54%
CYP2C19 inhibition - 0.5401 54.01%
CYP2D6 inhibition - 0.9325 93.25%
CYP1A2 inhibition - 0.7262 72.62%
CYP2C8 inhibition - 0.6353 63.53%
CYP inhibitory promiscuity - 0.5739 57.39%
UGT catelyzed - 0.8000 80.00%
Carcinogenicity (binary) - 0.8200 82.00%
Carcinogenicity (trinary) Non-required 0.5018 50.18%
Eye corrosion - 0.9823 98.23%
Eye irritation - 0.9719 97.19%
Skin irritation + 0.5000 50.00%
Skin corrosion - 0.9241 92.41%
Ames mutagenesis - 0.7554 75.54%
Human Ether-a-go-go-Related Gene inhibition + 0.6828 68.28%
Micronuclear - 0.8900 89.00%
Hepatotoxicity - 0.6375 63.75%
skin sensitisation - 0.5832 58.32%
Respiratory toxicity + 0.7333 73.33%
Reproductive toxicity + 0.9444 94.44%
Mitochondrial toxicity + 0.7500 75.00%
Nephrotoxicity - 0.7847 78.47%
Acute Oral Toxicity (c) III 0.6793 67.93%
Estrogen receptor binding + 0.8498 84.98%
Androgen receptor binding + 0.6393 63.93%
Thyroid receptor binding + 0.6188 61.88%
Glucocorticoid receptor binding + 0.7431 74.31%
Aromatase binding - 0.6058 60.58%
PPAR gamma - 0.4846 48.46%
Honey bee toxicity - 0.8082 80.82%
Biodegradation - 0.8250 82.50%
Crustacea aquatic toxicity - 0.5100 51.00%
Fish aquatic toxicity + 0.9921 99.21%

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
CHEMBL240 Q12809 HERG 97.35% 89.76%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 95.91% 96.09%
CHEMBL4026 P40763 Signal transducer and activator of transcription 3 95.01% 82.69%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 94.16% 94.45%
CHEMBL253 P34972 Cannabinoid CB2 receptor 93.13% 97.25%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 93.07% 91.11%
CHEMBL5608 Q16288 NT-3 growth factor receptor 93.05% 95.89%
CHEMBL2581 P07339 Cathepsin D 92.70% 98.95%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 89.31% 95.56%
CHEMBL3137262 O60341 LSD1/CoREST complex 88.82% 97.09%
CHEMBL4072 P07858 Cathepsin B 88.78% 93.67%
CHEMBL226 P30542 Adenosine A1 receptor 88.18% 95.93%
CHEMBL216 P11229 Muscarinic acetylcholine receptor M1 86.56% 94.23%
CHEMBL1293255 P15428 15-hydroxyprostaglandin dehydrogenase [NAD+] 85.79% 83.57%
CHEMBL3713062 P10646 Tissue factor pathway inhibitor 84.02% 97.33%
CHEMBL3359 P21462 Formyl peptide receptor 1 82.48% 93.56%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 82.30% 95.89%
CHEMBL5203 P33316 dUTP pyrophosphatase 80.78% 99.18%
CHEMBL5028 O14672 ADAM10 80.74% 97.50%
CHEMBL2007 P16234 Platelet-derived growth factor receptor alpha 80.66% 91.07%
CHEMBL1994 P08235 Mineralocorticoid receptor 80.52% 100.00%
CHEMBL1937 Q92769 Histone deacetylase 2 80.37% 94.75%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 80.37% 97.14%

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 162933315
LOTUS LTS0016111
wikiData Q105150768