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[(1S,4aR,5S,6S,8aS)-6-hydroxy-5-[(E)-5-hydroxy-3-methylpent-3-enyl]-1,4a,6-trimethyl-3,4,5,7,8,8a-hexahydro-2H-naphthalen-1-yl]methyl (Z)-2-methylbut-2-enoate

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 55b621a4-5602-43ef-a58e-e231c7e8b8f1
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Diterpenoids
IUPAC Name [(1S,4aR,5S,6S,8aS)-6-hydroxy-5-[(E)-5-hydroxy-3-methylpent-3-enyl]-1,4a,6-trimethyl-3,4,5,7,8,8a-hexahydro-2H-naphthalen-1-yl]methyl (Z)-2-methylbut-2-enoate
SMILES (Canonical) CC=C(C)C(=O)OCC1(CCCC2(C1CCC(C2CCC(=CCO)C)(C)O)C)C
SMILES (Isomeric) C/C=C(/C)\C(=O)OC[C@]1(CCC[C@@]2([C@@H]1CC[C@]([C@H]2CC/C(=C/CO)/C)(C)O)C)C
InChI InChI=1S/C25H42O4/c1-7-19(3)22(27)29-17-23(4)13-8-14-24(5)20(23)11-15-25(6,28)21(24)10-9-18(2)12-16-26/h7,12,20-21,26,28H,8-11,13-17H2,1-6H3/b18-12+,19-7-/t20-,21+,23-,24-,25+/m1/s1
InChI Key INBPZKYNDOCEIN-JEZAGUNBSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C25H42O4
Molecular Weight 406.60 g/mol
Exact Mass 406.30830982 g/mol
Topological Polar Surface Area (TPSA) 66.80 Ų
XlogP 5.50
Atomic LogP (AlogP) 5.19
H-Bond Acceptor 4
H-Bond Donor 2
Rotatable Bonds 7

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of [(1S,4aR,5S,6S,8aS)-6-hydroxy-5-[(E)-5-hydroxy-3-methylpent-3-enyl]-1,4a,6-trimethyl-3,4,5,7,8,8a-hexahydro-2H-naphthalen-1-yl]methyl (Z)-2-methylbut-2-enoate

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9839 98.39%
Caco-2 + 0.5781 57.81%
Blood Brain Barrier - 0.5750 57.50%
Human oral bioavailability - 0.6000 60.00%
Subcellular localzation Mitochondria 0.8474 84.74%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.8376 83.76%
OATP1B3 inhibitior + 0.8409 84.09%
MATE1 inhibitior - 0.7800 78.00%
OCT2 inhibitior - 0.6119 61.19%
BSEP inhibitior + 0.9781 97.81%
P-glycoprotein inhibitior + 0.5897 58.97%
P-glycoprotein substrate - 0.7810 78.10%
CYP3A4 substrate + 0.6658 66.58%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8989 89.89%
CYP3A4 inhibition - 0.7266 72.66%
CYP2C9 inhibition - 0.9005 90.05%
CYP2C19 inhibition - 0.9024 90.24%
CYP2D6 inhibition - 0.9239 92.39%
CYP1A2 inhibition - 0.8833 88.33%
CYP2C8 inhibition - 0.5588 55.88%
CYP inhibitory promiscuity - 0.8797 87.97%
UGT catelyzed - 0.6000 60.00%
Carcinogenicity (binary) - 0.9700 97.00%
Carcinogenicity (trinary) Non-required 0.6861 68.61%
Eye corrosion - 0.9940 99.40%
Eye irritation - 0.9290 92.90%
Skin irritation - 0.5832 58.32%
Skin corrosion - 0.9776 97.76%
Ames mutagenesis - 0.6100 61.00%
Human Ether-a-go-go-Related Gene inhibition + 0.6607 66.07%
Micronuclear - 0.8800 88.00%
Hepatotoxicity - 0.7000 70.00%
skin sensitisation - 0.8471 84.71%
Respiratory toxicity + 0.5556 55.56%
Reproductive toxicity + 0.8889 88.89%
Mitochondrial toxicity + 0.6625 66.25%
Nephrotoxicity - 0.6949 69.49%
Acute Oral Toxicity (c) III 0.7199 71.99%
Estrogen receptor binding + 0.8333 83.33%
Androgen receptor binding + 0.5329 53.29%
Thyroid receptor binding + 0.5947 59.47%
Glucocorticoid receptor binding + 0.6866 68.66%
Aromatase binding + 0.6856 68.56%
PPAR gamma + 0.7183 71.83%
Honey bee toxicity - 0.7980 79.80%
Biodegradation - 0.7000 70.00%
Crustacea aquatic toxicity - 0.6355 63.55%
Fish aquatic toxicity + 0.9860 98.60%

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 97.33% 97.25%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 96.19% 96.09%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 94.98% 91.11%
CHEMBL4685 P14902 Indoleamine 2,3-dioxygenase 93.56% 96.38%
CHEMBL4026 P40763 Signal transducer and activator of transcription 3 91.31% 82.69%
CHEMBL1907602 P06493 Cyclin-dependent kinase 1/cyclin B1 91.01% 91.24%
CHEMBL4187 Q99250 Sodium channel protein type II alpha subunit 90.54% 95.50%
CHEMBL1937 Q92769 Histone deacetylase 2 90.33% 94.75%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 89.33% 94.45%
CHEMBL340 P08684 Cytochrome P450 3A4 88.82% 91.19%
CHEMBL3137262 O60341 LSD1/CoREST complex 87.71% 97.09%
CHEMBL221 P23219 Cyclooxygenase-1 87.43% 90.17%
CHEMBL241 Q14432 Phosphodiesterase 3A 86.84% 92.94%
CHEMBL218 P21554 Cannabinoid CB1 receptor 85.78% 96.61%
CHEMBL5608 Q16288 NT-3 growth factor receptor 85.74% 95.89%
CHEMBL3807 P17706 T-cell protein-tyrosine phosphatase 83.33% 93.00%
CHEMBL1994 P08235 Mineralocorticoid receptor 82.86% 100.00%
CHEMBL4227 P25090 Lipoxin A4 receptor 82.59% 100.00%
CHEMBL2274 Q9H228 Sphingosine 1-phosphate receptor Edg-8 81.77% 100.00%
CHEMBL3430907 Q96GD4 Aurora kinase B/Inner centromere protein 81.62% 97.50%
CHEMBL325 Q13547 Histone deacetylase 1 81.40% 95.92%
CHEMBL2664 P23526 Adenosylhomocysteinase 81.01% 86.67%
CHEMBL1806 P11388 DNA topoisomerase II alpha 80.75% 89.00%
CHEMBL2111367 P27986 PI3-kinase p110-alpha/p85-alpha 80.10% 94.33%

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.
Olearia teretifolia

Cross-Links

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PubChem 163191044
LOTUS LTS0227769
wikiData Q105116086