(3E,6S,10E,14S)-2,14-dihydroxy-2,6,10,14-tetramethylhexadeca-3,10,15-trien-5-one

Details

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Internal ID 883470ec-8286-4598-a6e8-ecbbb12a9cf2
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Sesquiterpenoids
IUPAC Name (3E,6S,10E,14S)-2,14-dihydroxy-2,6,10,14-tetramethylhexadeca-3,10,15-trien-5-one
SMILES (Canonical) CC(CCCC(=CCCC(C)(C=C)O)C)C(=O)C=CC(C)(C)O
SMILES (Isomeric) C[C@@H](CCC/C(=C/CC[C@@](C)(C=C)O)/C)C(=O)/C=C/C(C)(C)O
InChI InChI=1S/C20H34O3/c1-7-20(6,23)14-9-11-16(2)10-8-12-17(3)18(21)13-15-19(4,5)22/h7,11,13,15,17,22-23H,1,8-10,12,14H2,2-6H3/b15-13+,16-11+/t17-,20+/m0/s1
InChI Key RCJNRKCNSIKNEE-PYPXVGBCSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C20H34O3
Molecular Weight 322.50 g/mol
Exact Mass 322.25079494 g/mol
Topological Polar Surface Area (TPSA) 57.50 Ų
XlogP 3.90
Atomic LogP (AlogP) 4.35
H-Bond Acceptor 3
H-Bond Donor 2
Rotatable Bonds 11

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of (3E,6S,10E,14S)-2,14-dihydroxy-2,6,10,14-tetramethylhexadeca-3,10,15-trien-5-one

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9912 99.12%
Caco-2 - 0.5342 53.42%
Blood Brain Barrier + 0.7250 72.50%
Human oral bioavailability - 0.6143 61.43%
Subcellular localzation Mitochondria 0.6473 64.73%
OATP2B1 inhibitior - 0.8539 85.39%
OATP1B1 inhibitior + 0.8959 89.59%
OATP1B3 inhibitior + 0.9537 95.37%
MATE1 inhibitior - 0.9800 98.00%
OCT2 inhibitior - 0.6750 67.50%
BSEP inhibitior + 0.9303 93.03%
P-glycoprotein inhibitior - 0.8082 80.82%
P-glycoprotein substrate - 0.7744 77.44%
CYP3A4 substrate + 0.5708 57.08%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8729 87.29%
CYP3A4 inhibition - 0.7307 73.07%
CYP2C9 inhibition - 0.8030 80.30%
CYP2C19 inhibition - 0.8621 86.21%
CYP2D6 inhibition - 0.9407 94.07%
CYP1A2 inhibition - 0.7344 73.44%
CYP2C8 inhibition - 0.8322 83.22%
CYP inhibitory promiscuity - 0.8797 87.97%
UGT catelyzed + 0.8000 80.00%
Carcinogenicity (binary) - 0.6400 64.00%
Carcinogenicity (trinary) Non-required 0.6712 67.12%
Eye corrosion - 0.8696 86.96%
Eye irritation - 0.8029 80.29%
Skin irritation + 0.5821 58.21%
Skin corrosion - 0.9743 97.43%
Ames mutagenesis - 0.7000 70.00%
Human Ether-a-go-go-Related Gene inhibition - 0.6197 61.97%
Micronuclear - 0.9600 96.00%
Hepatotoxicity - 0.6750 67.50%
skin sensitisation + 0.7518 75.18%
Respiratory toxicity - 0.8000 80.00%
Reproductive toxicity - 0.8028 80.28%
Mitochondrial toxicity - 0.7250 72.50%
Nephrotoxicity + 0.5000 50.00%
Acute Oral Toxicity (c) III 0.7827 78.27%
Estrogen receptor binding - 0.5179 51.79%
Androgen receptor binding - 0.6783 67.83%
Thyroid receptor binding + 0.6476 64.76%
Glucocorticoid receptor binding + 0.5668 56.68%
Aromatase binding - 0.6513 65.13%
PPAR gamma + 0.5939 59.39%
Honey bee toxicity - 0.8500 85.00%
Biodegradation - 0.6500 65.00%
Crustacea aquatic toxicity - 0.6200 62.00%
Fish aquatic toxicity + 0.9658 96.58%

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 93.36% 98.95%
CHEMBL3130 O00329 PI3-kinase p110-delta subunit 91.19% 96.47%
CHEMBL3401 O75469 Pregnane X receptor 89.99% 94.73%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 89.67% 96.09%
CHEMBL3359 P21462 Formyl peptide receptor 1 89.56% 93.56%
CHEMBL3060 Q9Y345 Glycine transporter 2 87.70% 99.17%
CHEMBL1293267 Q9HC97 G-protein coupled receptor 35 86.56% 89.34%
CHEMBL1907591 P30926 Neuronal acetylcholine receptor; alpha4/beta4 86.16% 100.00%
CHEMBL2265 P23141 Acyl coenzyme A:cholesterol acyltransferase 85.78% 85.94%
CHEMBL3892 Q99500 Sphingosine 1-phosphate receptor Edg-3 85.09% 97.29%
CHEMBL5845 P23415 Glycine receptor subunit alpha-1 85.04% 90.71%
CHEMBL253 P34972 Cannabinoid CB2 receptor 84.01% 97.25%
CHEMBL3145 P42338 PI3-kinase p110-beta subunit 83.43% 98.75%
CHEMBL5979 P05186 Alkaline phosphatase, tissue-nonspecific isozyme 82.85% 85.40%
CHEMBL5163 Q9NY46 Sodium channel protein type III alpha subunit 82.01% 96.90%
CHEMBL4581 P52732 Kinesin-like protein 1 81.90% 93.18%
CHEMBL3267 P48736 PI3-kinase p110-gamma subunit 81.85% 95.71%
CHEMBL4657 Q6V1X1 Dipeptidyl peptidase VIII 81.38% 97.21%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 80.47% 91.11%

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.
Helichrysum oreophilum

Cross-Links

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PubChem 162913521
LOTUS LTS0146890
wikiData Q105233712