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[17-(5,6-Dimethylhept-3-en-2-yl)-3,5-dihydroxy-10,13-dimethyl-1,2,3,4,6,9,11,12,14,15,16,17-dodecahydrocyclopenta[a]phenanthren-6-yl] octadeca-9,12,15-trienoate

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 6717b673-c746-4790-8dbc-da11649b2bed
Taxonomy Lipids and lipid-like molecules > Steroids and steroid derivatives > Ergostane steroids > Ergosterols and derivatives
IUPAC Name [17-(5,6-dimethylhept-3-en-2-yl)-3,5-dihydroxy-10,13-dimethyl-1,2,3,4,6,9,11,12,14,15,16,17-dodecahydrocyclopenta[a]phenanthren-6-yl] octadeca-9,12,15-trienoate
SMILES (Canonical) CCC=CCC=CCC=CCCCCCCCC(=O)OC1C=C2C3CCC(C3(CCC2C4(C1(CC(CC4)O)O)C)C)C(C)C=CC(C)C(C)C
SMILES (Isomeric) CCC=CCC=CCC=CCCCCCCCC(=O)OC1C=C2C3CCC(C3(CCC2C4(C1(CC(CC4)O)O)C)C)C(C)C=CC(C)C(C)C
InChI InChI=1S/C46H74O4/c1-8-9-10-11-12-13-14-15-16-17-18-19-20-21-22-23-43(48)50-42-32-38-40-27-26-39(36(5)25-24-35(4)34(2)3)44(40,6)30-29-41(38)45(7)31-28-37(47)33-46(42,45)49/h9-10,12-13,15-16,24-25,32,34-37,39-42,47,49H,8,11,14,17-23,26-31,33H2,1-7H3
InChI Key XZUZJKFYUFSQNX-UHFFFAOYSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C46H74O4
Molecular Weight 691.10 g/mol
Exact Mass 690.55871084 g/mol
Topological Polar Surface Area (TPSA) 66.80 Ų
XlogP 12.30
Atomic LogP (AlogP) 11.64
H-Bond Acceptor 4
H-Bond Donor 2
Rotatable Bonds 18

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of [17-(5,6-Dimethylhept-3-en-2-yl)-3,5-dihydroxy-10,13-dimethyl-1,2,3,4,6,9,11,12,14,15,16,17-dodecahydrocyclopenta[a]phenanthren-6-yl] octadeca-9,12,15-trienoate

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9930 99.30%
Caco-2 - 0.8317 83.17%
Blood Brain Barrier + 0.7250 72.50%
Human oral bioavailability - 0.6286 62.86%
Subcellular localzation Mitochondria 0.7497 74.97%
OATP2B1 inhibitior - 0.8597 85.97%
OATP1B1 inhibitior + 0.7031 70.31%
OATP1B3 inhibitior + 0.8079 80.79%
MATE1 inhibitior - 0.9800 98.00%
OCT2 inhibitior - 0.8250 82.50%
BSEP inhibitior + 0.9770 97.70%
P-glycoprotein inhibitior + 0.7406 74.06%
P-glycoprotein substrate + 0.6189 61.89%
CYP3A4 substrate + 0.7214 72.14%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8733 87.33%
CYP3A4 inhibition - 0.7239 72.39%
CYP2C9 inhibition - 0.7349 73.49%
CYP2C19 inhibition - 0.7568 75.68%
CYP2D6 inhibition - 0.9255 92.55%
CYP1A2 inhibition - 0.9043 90.43%
CYP2C8 inhibition + 0.5783 57.83%
CYP inhibitory promiscuity - 0.7216 72.16%
UGT catelyzed + 0.5362 53.62%
Carcinogenicity (binary) - 1.0000 100.00%
Carcinogenicity (trinary) Non-required 0.6635 66.35%
Eye corrosion - 0.9937 99.37%
Eye irritation - 0.9184 91.84%
Skin irritation + 0.6755 67.55%
Skin corrosion - 0.9445 94.45%
Ames mutagenesis - 0.6270 62.70%
Human Ether-a-go-go-Related Gene inhibition + 0.7033 70.33%
Micronuclear - 0.8100 81.00%
Hepatotoxicity - 0.6313 63.13%
skin sensitisation - 0.8116 81.16%
Respiratory toxicity + 0.7667 76.67%
Reproductive toxicity + 0.9889 98.89%
Mitochondrial toxicity + 0.9500 95.00%
Nephrotoxicity - 0.9355 93.55%
Acute Oral Toxicity (c) I 0.3865 38.65%
Estrogen receptor binding + 0.7883 78.83%
Androgen receptor binding + 0.6772 67.72%
Thyroid receptor binding - 0.5000 50.00%
Glucocorticoid receptor binding + 0.7217 72.17%
Aromatase binding + 0.5596 55.96%
PPAR gamma + 0.6670 66.70%
Honey bee toxicity - 0.7871 78.71%
Biodegradation - 0.7500 75.00%
Crustacea aquatic toxicity + 0.5724 57.24%
Fish aquatic toxicity + 0.9963 99.63%

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 99.21% 96.09%
CHEMBL4026 P40763 Signal transducer and activator of transcription 3 98.22% 82.69%
CHEMBL221 P23219 Cyclooxygenase-1 97.90% 90.17%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 97.30% 91.11%
CHEMBL2581 P07339 Cathepsin D 97.08% 98.95%
CHEMBL3060 Q9Y345 Glycine transporter 2 96.32% 99.17%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 93.73% 94.45%
CHEMBL4685 P14902 Indoleamine 2,3-dioxygenase 93.01% 96.38%
CHEMBL5608 Q16288 NT-3 growth factor receptor 92.44% 95.89%
CHEMBL3137262 O60341 LSD1/CoREST complex 91.90% 97.09%
CHEMBL4227 P25090 Lipoxin A4 receptor 91.60% 100.00%
CHEMBL253 P34972 Cannabinoid CB2 receptor 91.21% 97.25%
CHEMBL3359 P21462 Formyl peptide receptor 1 90.77% 93.56%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 90.54% 95.56%
CHEMBL5255 O00206 Toll-like receptor 4 88.57% 92.50%
CHEMBL1937 Q92769 Histone deacetylase 2 87.67% 94.75%
CHEMBL2955 O95136 Sphingosine 1-phosphate receptor Edg-5 87.16% 92.86%
CHEMBL2007 P16234 Platelet-derived growth factor receptor alpha 86.52% 91.07%
CHEMBL1293249 Q13887 Kruppel-like factor 5 86.17% 86.33%
CHEMBL335 P18031 Protein-tyrosine phosphatase 1B 85.24% 95.17%
CHEMBL3130 O00329 PI3-kinase p110-delta subunit 84.75% 96.47%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 84.25% 95.89%
CHEMBL239 Q07869 Peroxisome proliferator-activated receptor alpha 83.56% 90.75%
CHEMBL2179 P04062 Beta-glucocerebrosidase 83.20% 85.31%
CHEMBL3430907 Q96GD4 Aurora kinase B/Inner centromere protein 82.36% 97.50%
CHEMBL216 P11229 Muscarinic acetylcholine receptor M1 81.96% 94.23%
CHEMBL1994 P08235 Mineralocorticoid receptor 80.69% 100.00%
CHEMBL4588 P22894 Matrix metalloproteinase 8 80.41% 94.66%
CHEMBL2959 Q08881 Tyrosine-protein kinase ITK/TSK 80.40% 95.00%
CHEMBL5028 O14672 ADAM10 80.15% 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.
Datura stramonium

Cross-Links

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PubChem 162960002
LOTUS LTS0173865
wikiData Q105241456