methyl 2-[(2R,4aS,7R,8S,8aR)-7,8-dihydroxy-4a,8-dimethyl-1,2,3,4,5,6,7,8a-octahydronaphthalen-2-yl]prop-2-enoate

Details

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Internal ID 4e845c96-57cb-4329-82c9-66a0687f1846
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Sesquiterpenoids > Eudesmane, isoeudesmane or cycloeudesmane sesquiterpenoids
IUPAC Name methyl 2-[(2R,4aS,7R,8S,8aR)-7,8-dihydroxy-4a,8-dimethyl-1,2,3,4,5,6,7,8a-octahydronaphthalen-2-yl]prop-2-enoate
SMILES (Canonical) CC12CCC(CC1C(C(CC2)O)(C)O)C(=C)C(=O)OC
SMILES (Isomeric) C[C@@]12CC[C@H](C[C@H]1[C@]([C@@H](CC2)O)(C)O)C(=C)C(=O)OC
InChI InChI=1S/C16H26O4/c1-10(14(18)20-4)11-5-7-15(2)8-6-13(17)16(3,19)12(15)9-11/h11-13,17,19H,1,5-9H2,2-4H3/t11-,12-,13-,15+,16+/m1/s1
InChI Key MJSUJBPBSPLBBI-UVQHHTHUSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C16H26O4
Molecular Weight 282.37 g/mol
Exact Mass 282.18310931 g/mol
Topological Polar Surface Area (TPSA) 66.80 Ų
XlogP 2.30
Atomic LogP (AlogP) 2.04
H-Bond Acceptor 4
H-Bond Donor 2
Rotatable Bonds 2

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of methyl 2-[(2R,4aS,7R,8S,8aR)-7,8-dihydroxy-4a,8-dimethyl-1,2,3,4,5,6,7,8a-octahydronaphthalen-2-yl]prop-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 + 0.9777 97.77%
Caco-2 + 0.7406 74.06%
Blood Brain Barrier - 0.5500 55.00%
Human oral bioavailability + 0.5429 54.29%
Subcellular localzation Mitochondria 0.7913 79.13%
OATP2B1 inhibitior - 0.8542 85.42%
OATP1B1 inhibitior + 0.9445 94.45%
OATP1B3 inhibitior - 0.2372 23.72%
MATE1 inhibitior - 0.8800 88.00%
OCT2 inhibitior - 0.7821 78.21%
BSEP inhibitior - 0.8112 81.12%
P-glycoprotein inhibitior - 0.9060 90.60%
P-glycoprotein substrate - 0.7776 77.76%
CYP3A4 substrate + 0.6412 64.12%
CYP2C9 substrate - 0.7952 79.52%
CYP2D6 substrate - 0.8604 86.04%
CYP3A4 inhibition - 0.7309 73.09%
CYP2C9 inhibition - 0.8242 82.42%
CYP2C19 inhibition - 0.7938 79.38%
CYP2D6 inhibition - 0.9427 94.27%
CYP1A2 inhibition - 0.7508 75.08%
CYP2C8 inhibition - 0.8152 81.52%
CYP inhibitory promiscuity - 0.9708 97.08%
UGT catelyzed + 0.6000 60.00%
Carcinogenicity (binary) - 0.9743 97.43%
Carcinogenicity (trinary) Non-required 0.6880 68.80%
Eye corrosion - 0.9922 99.22%
Eye irritation - 0.8212 82.12%
Skin irritation + 0.5488 54.88%
Skin corrosion - 0.9510 95.10%
Ames mutagenesis - 0.7037 70.37%
Human Ether-a-go-go-Related Gene inhibition - 0.3669 36.69%
Micronuclear - 0.8100 81.00%
Hepatotoxicity - 0.5894 58.94%
skin sensitisation - 0.7266 72.66%
Respiratory toxicity + 0.5222 52.22%
Reproductive toxicity + 0.9222 92.22%
Mitochondrial toxicity + 0.7750 77.50%
Nephrotoxicity + 0.6419 64.19%
Acute Oral Toxicity (c) III 0.5324 53.24%
Estrogen receptor binding + 0.6779 67.79%
Androgen receptor binding - 0.5301 53.01%
Thyroid receptor binding + 0.5405 54.05%
Glucocorticoid receptor binding + 0.7695 76.95%
Aromatase binding - 0.5000 50.00%
PPAR gamma - 0.5000 50.00%
Honey bee toxicity - 0.6682 66.82%
Biodegradation - 0.5000 50.00%
Crustacea aquatic toxicity + 0.5200 52.00%
Fish aquatic toxicity + 0.9939 99.39%

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 94.77% 96.09%
CHEMBL4040 P28482 MAP kinase ERK2 93.17% 83.82%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 92.15% 91.11%
CHEMBL253 P34972 Cannabinoid CB2 receptor 90.97% 97.25%
CHEMBL221 P23219 Cyclooxygenase-1 90.91% 90.17%
CHEMBL3137262 O60341 LSD1/CoREST complex 88.35% 97.09%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 88.12% 94.45%
CHEMBL340 P08684 Cytochrome P450 3A4 87.77% 91.19%
CHEMBL4793 Q86TI2 Dipeptidyl peptidase IX 83.97% 96.95%
CHEMBL1907601 P11802 Cyclin-dependent kinase 4/cyclin D1 83.94% 98.99%
CHEMBL2179 P04062 Beta-glucocerebrosidase 83.84% 85.31%
CHEMBL2111367 P27986 PI3-kinase p110-alpha/p85-alpha 83.70% 94.33%
CHEMBL2007 P16234 Platelet-derived growth factor receptor alpha 83.33% 91.07%
CHEMBL5469 Q14289 Protein tyrosine kinase 2 beta 82.22% 91.03%
CHEMBL4685 P14902 Indoleamine 2,3-dioxygenase 82.18% 96.38%
CHEMBL1907602 P06493 Cyclin-dependent kinase 1/cyclin B1 80.72% 91.24%
CHEMBL5608 Q16288 NT-3 growth factor receptor 80.20% 95.89%

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.
Dittrichia graveolens

Cross-Links

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PubChem 25130455
LOTUS LTS0167799
wikiData Q105165639