[(4S,6E,8S,10R)-8,10-dihydroxy-2,6,10-trimethyldodeca-2,6,11-trien-4-yl] acetate

Details

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Internal ID c82411ea-6da9-4f91-9f2d-854db7ee3420
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Sesquiterpenoids
IUPAC Name [(4S,6E,8S,10R)-8,10-dihydroxy-2,6,10-trimethyldodeca-2,6,11-trien-4-yl] acetate
SMILES (Canonical) CC(=CC(CC(=CC(CC(C)(C=C)O)O)C)OC(=O)C)C
SMILES (Isomeric) CC(=C[C@H](C/C(=C/[C@H](C[C@](C)(C=C)O)O)/C)OC(=O)C)C
InChI InChI=1S/C17H28O4/c1-7-17(6,20)11-15(19)9-13(4)10-16(8-12(2)3)21-14(5)18/h7-9,15-16,19-20H,1,10-11H2,2-6H3/b13-9+/t15-,16-,17+/m1/s1
InChI Key AXFCXVIWQKROFQ-IGGMFFKTSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C17H28O4
Molecular Weight 296.40 g/mol
Exact Mass 296.19875937 g/mol
Topological Polar Surface Area (TPSA) 66.80 Ų
XlogP 2.90
Atomic LogP (AlogP) 2.91
H-Bond Acceptor 4
H-Bond Donor 2
Rotatable Bonds 8

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of [(4S,6E,8S,10R)-8,10-dihydroxy-2,6,10-trimethyldodeca-2,6,11-trien-4-yl] acetate

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.8833 88.33%
Caco-2 + 0.6461 64.61%
Blood Brain Barrier + 0.7000 70.00%
Human oral bioavailability - 0.7286 72.86%
Subcellular localzation Mitochondria 0.6458 64.58%
OATP2B1 inhibitior - 0.8552 85.52%
OATP1B1 inhibitior + 0.9147 91.47%
OATP1B3 inhibitior + 0.9183 91.83%
MATE1 inhibitior - 0.9400 94.00%
OCT2 inhibitior - 0.9250 92.50%
BSEP inhibitior - 0.5728 57.28%
P-glycoprotein inhibitior - 0.8744 87.44%
P-glycoprotein substrate - 0.8771 87.71%
CYP3A4 substrate + 0.5759 57.59%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8635 86.35%
CYP3A4 inhibition - 0.7299 72.99%
CYP2C9 inhibition - 0.7447 74.47%
CYP2C19 inhibition - 0.6842 68.42%
CYP2D6 inhibition - 0.9349 93.49%
CYP1A2 inhibition - 0.8704 87.04%
CYP2C8 inhibition - 0.7147 71.47%
CYP inhibitory promiscuity - 0.8132 81.32%
UGT catelyzed + 0.6000 60.00%
Carcinogenicity (binary) - 0.6600 66.00%
Carcinogenicity (trinary) Non-required 0.6348 63.48%
Eye corrosion - 0.9170 91.70%
Eye irritation + 0.8086 80.86%
Skin irritation - 0.5392 53.92%
Skin corrosion - 0.9515 95.15%
Ames mutagenesis - 0.6800 68.00%
Human Ether-a-go-go-Related Gene inhibition - 0.6802 68.02%
Micronuclear - 0.9100 91.00%
Hepatotoxicity - 0.5250 52.50%
skin sensitisation + 0.5848 58.48%
Respiratory toxicity - 0.7778 77.78%
Reproductive toxicity - 0.7865 78.65%
Mitochondrial toxicity - 0.6375 63.75%
Nephrotoxicity + 0.5200 52.00%
Acute Oral Toxicity (c) III 0.5882 58.82%
Estrogen receptor binding - 0.7076 70.76%
Androgen receptor binding - 0.6707 67.07%
Thyroid receptor binding - 0.6304 63.04%
Glucocorticoid receptor binding - 0.5890 58.90%
Aromatase binding - 0.6164 61.64%
PPAR gamma - 0.5310 53.10%
Honey bee toxicity - 0.5991 59.91%
Biodegradation - 0.6500 65.00%
Crustacea aquatic toxicity - 0.7100 71.00%
Fish aquatic toxicity + 0.9384 93.84%

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
CHEMBL2581 P07339 Cathepsin D 97.24% 98.95%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 95.41% 85.14%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 94.12% 96.09%
CHEMBL4657 Q6V1X1 Dipeptidyl peptidase VIII 93.19% 97.21%
CHEMBL5966 P55899 IgG receptor FcRn large subunit p51 93.18% 90.93%
CHEMBL3060 Q9Y345 Glycine transporter 2 92.96% 99.17%
CHEMBL4793 Q86TI2 Dipeptidyl peptidase IX 91.85% 96.95%
CHEMBL3401 O75469 Pregnane X receptor 88.33% 94.73%
CHEMBL4040 P28482 MAP kinase ERK2 87.04% 83.82%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 85.54% 94.45%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 83.27% 95.89%
CHEMBL1907591 P30926 Neuronal acetylcholine receptor; alpha4/beta4 80.54% 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.
Achillea nobilis
Santolina oblongifolia
Santolina rosmarinifolia

Cross-Links

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PubChem 14167377
LOTUS LTS0259704
wikiData Q104920507