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(1S,3R,6S,8R,11R,12S,15R,16R)-15-[(2R,5R)-5-hydroperoxy-6-methylhept-6-en-2-yl]-7,7,12,16-tetramethylpentacyclo[9.7.0.01,3.03,8.012,16]octadecan-6-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 e1c5096f-2e49-410d-a062-d4110c384c6c
Taxonomy Lipids and lipid-like molecules > Steroids and steroid derivatives > Cycloartanols and derivatives
IUPAC Name (1S,3R,6S,8R,11R,12S,15R,16R)-15-[(2R,5R)-5-hydroperoxy-6-methylhept-6-en-2-yl]-7,7,12,16-tetramethylpentacyclo[9.7.0.01,3.03,8.012,16]octadecan-6-ol
SMILES (Canonical) CC(CCC(C(=C)C)OO)C1CCC2(C1(CCC34C2CCC5C3(C4)CCC(C5(C)C)O)C)C
SMILES (Isomeric) C[C@H](CC[C@H](C(=C)C)OO)[C@H]1CC[C@@]2([C@@]1(CC[C@]34[C@@H]2CC[C@@H]5[C@]3(C4)CC[C@@H](C5(C)C)O)C)C
InChI InChI=1S/C30H50O3/c1-19(2)22(33-32)9-8-20(3)21-12-14-28(7)24-11-10-23-26(4,5)25(31)13-15-29(23)18-30(24,29)17-16-27(21,28)6/h20-25,31-32H,1,8-18H2,2-7H3/t20-,21-,22-,23+,24-,25+,27-,28+,29-,30+/m1/s1
InChI Key MNBULVJBKRSNLP-MDAHNZKBSA-N
Popularity 1 reference in papers

Physical and Chemical Properties

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Molecular Formula C30H50O3
Molecular Weight 458.70 g/mol
Exact Mass 458.37599545 g/mol
Topological Polar Surface Area (TPSA) 49.70 Ų
XlogP 8.70
Atomic LogP (AlogP) 7.64
H-Bond Acceptor 3
H-Bond Donor 2
Rotatable Bonds 6

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of (1S,3R,6S,8R,11R,12S,15R,16R)-15-[(2R,5R)-5-hydroperoxy-6-methylhept-6-en-2-yl]-7,7,12,16-tetramethylpentacyclo[9.7.0.01,3.03,8.012,16]octadecan-6-ol

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9915 99.15%
Caco-2 - 0.6331 63.31%
Blood Brain Barrier + 0.6500 65.00%
Human oral bioavailability - 0.5714 57.14%
Subcellular localzation Mitochondria 0.5067 50.67%
OATP2B1 inhibitior - 0.5713 57.13%
OATP1B1 inhibitior + 0.8971 89.71%
OATP1B3 inhibitior + 0.9122 91.22%
MATE1 inhibitior - 1.0000 100.00%
OCT2 inhibitior - 0.7250 72.50%
BSEP inhibitior - 0.7165 71.65%
P-glycoprotein inhibitior - 0.6302 63.02%
P-glycoprotein substrate - 0.6438 64.38%
CYP3A4 substrate + 0.6561 65.61%
CYP2C9 substrate - 0.6197 61.97%
CYP2D6 substrate - 0.7067 70.67%
CYP3A4 inhibition - 0.5952 59.52%
CYP2C9 inhibition - 0.6850 68.50%
CYP2C19 inhibition - 0.6933 69.33%
CYP2D6 inhibition - 0.9262 92.62%
CYP1A2 inhibition - 0.8019 80.19%
CYP2C8 inhibition - 0.6614 66.14%
CYP inhibitory promiscuity + 0.5000 50.00%
UGT catelyzed + 0.7000 70.00%
Carcinogenicity (binary) - 0.8200 82.00%
Carcinogenicity (trinary) Non-required 0.6306 63.06%
Eye corrosion - 0.9853 98.53%
Eye irritation - 0.9046 90.46%
Skin irritation - 0.5947 59.47%
Skin corrosion - 0.9127 91.27%
Ames mutagenesis - 0.6919 69.19%
Human Ether-a-go-go-Related Gene inhibition + 0.7084 70.84%
Micronuclear - 0.8200 82.00%
Hepatotoxicity - 0.6968 69.68%
skin sensitisation - 0.6592 65.92%
Respiratory toxicity - 0.5000 50.00%
Reproductive toxicity + 0.9778 97.78%
Mitochondrial toxicity + 0.9625 96.25%
Nephrotoxicity - 0.7659 76.59%
Acute Oral Toxicity (c) III 0.4576 45.76%
Estrogen receptor binding + 0.6595 65.95%
Androgen receptor binding + 0.7569 75.69%
Thyroid receptor binding + 0.5832 58.32%
Glucocorticoid receptor binding + 0.7117 71.17%
Aromatase binding + 0.7251 72.51%
PPAR gamma + 0.5817 58.17%
Honey bee toxicity - 0.5749 57.49%
Biodegradation - 0.7500 75.00%
Crustacea aquatic toxicity - 0.5100 51.00%
Fish aquatic toxicity + 0.9965 99.65%

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 97.30% 97.25%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 95.35% 96.09%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 95.03% 91.11%
CHEMBL233 P35372 Mu opioid receptor 93.54% 97.93%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 90.47% 94.45%
CHEMBL1951 P21397 Monoamine oxidase A 90.26% 91.49%
CHEMBL2581 P07339 Cathepsin D 89.81% 98.95%
CHEMBL3837 P07711 Cathepsin L 89.15% 96.61%
CHEMBL240 Q12809 HERG 88.63% 89.76%
CHEMBL2996 Q05655 Protein kinase C delta 88.26% 97.79%
CHEMBL3137262 O60341 LSD1/CoREST complex 88.06% 97.09%
CHEMBL5608 Q16288 NT-3 growth factor receptor 87.35% 95.89%
CHEMBL4793 Q86TI2 Dipeptidyl peptidase IX 87.30% 96.95%
CHEMBL1937 Q92769 Histone deacetylase 2 86.52% 94.75%
CHEMBL3807 P17706 T-cell protein-tyrosine phosphatase 83.70% 93.00%
CHEMBL4026 P40763 Signal transducer and activator of transcription 3 82.57% 82.69%
CHEMBL221 P23219 Cyclooxygenase-1 82.10% 90.17%
CHEMBL2955 O95136 Sphingosine 1-phosphate receptor Edg-5 82.08% 92.86%
CHEMBL2274 Q9H228 Sphingosine 1-phosphate receptor Edg-8 82.07% 100.00%
CHEMBL4227 P25090 Lipoxin A4 receptor 81.93% 100.00%
CHEMBL226 P30542 Adenosine A1 receptor 81.06% 95.93%
CHEMBL3746 P80365 11-beta-hydroxysteroid dehydrogenase 2 80.31% 94.78%
CHEMBL1994 P08235 Mineralocorticoid receptor 80.04% 100.00%

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.
Euphorbia cyparissias

Cross-Links

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PubChem 162953362
LOTUS LTS0033019
wikiData Q105168266