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(1S,2R,5S,7R,9S,12R,15R,16R)-2,16-dimethyl-15-[(E,2R)-6-methylhept-3-en-2-yl]-8-oxapentacyclo[9.7.0.02,7.07,9.012,16]octadec-10-en-5-ol

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 d9d4e895-b138-4282-b9b8-54452558d894
Taxonomy Lipids and lipid-like molecules > Steroids and steroid derivatives > Cholestane steroids
IUPAC Name (1S,2R,5S,7R,9S,12R,15R,16R)-2,16-dimethyl-15-[(E,2R)-6-methylhept-3-en-2-yl]-8-oxapentacyclo[9.7.0.02,7.07,9.012,16]octadec-10-en-5-ol
SMILES (Canonical) CC(C)CC=CC(C)C1CCC2C1(CCC3C2=CC4C5(C3(CCC(C5)O)C)O4)C
SMILES (Isomeric) C[C@H](/C=C/CC(C)C)[C@H]1CC[C@@H]2[C@@]1(CC[C@H]3C2=C[C@H]4[C@@]5([C@@]3(CC[C@@H](C5)O)C)O4)C
InChI InChI=1S/C27H42O2/c1-17(2)7-6-8-18(3)21-9-10-22-20-15-24-27(29-24)16-19(28)11-14-26(27,5)23(20)12-13-25(21,22)4/h6,8,15,17-19,21-24,28H,7,9-14,16H2,1-5H3/b8-6+/t18-,19+,21-,22+,23+,24+,25-,26-,27+/m1/s1
InChI Key LEVNBGHUACPQRB-PEEJMARWSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C27H42O2
Molecular Weight 398.60 g/mol
Exact Mass 398.318480578 g/mol
Topological Polar Surface Area (TPSA) 32.80 Ų
XlogP 6.30
Atomic LogP (AlogP) 6.30
H-Bond Acceptor 2
H-Bond Donor 1
Rotatable Bonds 4

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of (1S,2R,5S,7R,9S,12R,15R,16R)-2,16-dimethyl-15-[(E,2R)-6-methylhept-3-en-2-yl]-8-oxapentacyclo[9.7.0.02,7.07,9.012,16]octadec-10-en-5-ol

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9970 99.70%
Caco-2 + 0.6341 63.41%
Blood Brain Barrier + 0.6250 62.50%
Human oral bioavailability - 0.6143 61.43%
Subcellular localzation Mitochondria 0.4557 45.57%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.7381 73.81%
OATP1B3 inhibitior + 0.9635 96.35%
MATE1 inhibitior - 0.9800 98.00%
OCT2 inhibitior - 0.7750 77.50%
BSEP inhibitior + 0.7055 70.55%
P-glycoprotein inhibitior - 0.5376 53.76%
P-glycoprotein substrate - 0.6193 61.93%
CYP3A4 substrate + 0.6809 68.09%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.7296 72.96%
CYP3A4 inhibition - 0.8534 85.34%
CYP2C9 inhibition - 0.7194 71.94%
CYP2C19 inhibition - 0.7157 71.57%
CYP2D6 inhibition - 0.9391 93.91%
CYP1A2 inhibition - 0.7032 70.32%
CYP2C8 inhibition - 0.6103 61.03%
CYP inhibitory promiscuity - 0.7643 76.43%
UGT catelyzed + 0.7000 70.00%
Carcinogenicity (binary) - 0.9300 93.00%
Carcinogenicity (trinary) Non-required 0.5716 57.16%
Eye corrosion - 0.9875 98.75%
Eye irritation - 0.9711 97.11%
Skin irritation - 0.5896 58.96%
Skin corrosion - 0.9385 93.85%
Ames mutagenesis - 0.6900 69.00%
Human Ether-a-go-go-Related Gene inhibition + 0.7468 74.68%
Micronuclear - 0.7700 77.00%
Hepatotoxicity - 0.5344 53.44%
skin sensitisation - 0.5842 58.42%
Respiratory toxicity + 0.7111 71.11%
Reproductive toxicity + 0.8778 87.78%
Mitochondrial toxicity + 0.9250 92.50%
Nephrotoxicity - 0.8295 82.95%
Acute Oral Toxicity (c) III 0.3230 32.30%
Estrogen receptor binding + 0.8752 87.52%
Androgen receptor binding + 0.6310 63.10%
Thyroid receptor binding + 0.6627 66.27%
Glucocorticoid receptor binding + 0.7955 79.55%
Aromatase binding + 0.5287 52.87%
PPAR gamma + 0.6232 62.32%
Honey bee toxicity - 0.7852 78.52%
Biodegradation - 0.8250 82.50%
Crustacea aquatic toxicity + 0.5400 54.00%
Fish aquatic toxicity + 0.9663 96.63%

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
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 97.67% 96.09%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 96.67% 91.11%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 94.70% 94.45%
CHEMBL5608 Q16288 NT-3 growth factor receptor 92.32% 95.89%
CHEMBL3137262 O60341 LSD1/CoREST complex 91.36% 97.09%
CHEMBL4026 P40763 Signal transducer and activator of transcription 3 90.02% 82.69%
CHEMBL221 P23219 Cyclooxygenase-1 87.68% 90.17%
CHEMBL1293255 P15428 15-hydroxyprostaglandin dehydrogenase [NAD+] 87.57% 83.57%
CHEMBL1994 P08235 Mineralocorticoid receptor 87.34% 100.00%
CHEMBL2179 P04062 Beta-glucocerebrosidase 86.37% 85.31%
CHEMBL2007 P16234 Platelet-derived growth factor receptor alpha 86.00% 91.07%
CHEMBL253 P34972 Cannabinoid CB2 receptor 85.51% 97.25%
CHEMBL4685 P14902 Indoleamine 2,3-dioxygenase 84.86% 96.38%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 84.82% 95.89%
CHEMBL1937 Q92769 Histone deacetylase 2 84.67% 94.75%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 83.80% 95.56%
CHEMBL2581 P07339 Cathepsin D 83.55% 98.95%
CHEMBL3359 P21462 Formyl peptide receptor 1 83.28% 93.56%
CHEMBL3922 P50579 Methionine aminopeptidase 2 83.27% 97.28%
CHEMBL1293249 Q13887 Kruppel-like factor 5 83.26% 86.33%
CHEMBL4227 P25090 Lipoxin A4 receptor 83.15% 100.00%
CHEMBL5469 Q14289 Protein tyrosine kinase 2 beta 82.34% 91.03%
CHEMBL4051 P13569 Cystic fibrosis transmembrane conductance regulator 82.24% 95.71%
CHEMBL2959 Q08881 Tyrosine-protein kinase ITK/TSK 80.02% 95.00%

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 24865377
LOTUS LTS0113487
wikiData Q105150815