(3E)-2,10-dihydroxy-2,6,10-trimethyldodeca-3,11-dien-5-one

Details

• Internal ID: e5bb0217-86fb-406f-a144-f061d2b1e930
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Sesquiterpenoids
• IUPAC Name: (3E)-2,10-dihydroxy-2,6,10-trimethyldodeca-3,11-dien-5-one
• SMILES (Canonical): CC(CCCC(C)(C=C)O)C(=O)C=CC(C)(C)O
• SMILES (Isomeric): CC(CCCC(C)(C=C)O)C(=O)/C=C/C(C)(C)O
• InChI: InChI=1S/C15H26O3/c1-6-15(5,18)10-7-8-12(2)13(16)9-11-14(3,4)17/h6,9,11-12,17-18H,1,7-8,10H2,2-5H3/b11-9+
• InChI Key: POBIEWKRMCMVFH-PKNBQFBNSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₅H₂₆O₃
• Molecular Weight: 254.36 g/mol
• Exact Mass: 254.18819469 g/mol
• Topological Polar Surface Area (TPSA): 57.50 Ų
• XlogP: 1.90
• Atomic LogP (AlogP): 2.63
• H-Bond Acceptor: 3
• H-Bond Donor: 2
• Rotatable Bonds: 8

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9824	98.24%
Caco-2	+	0.6918	69.18%
Blood Brain Barrier	+	0.7500	75.00%
Human oral bioavailability	+	0.5286	52.86%
Subcellular localzation	Mitochondria	0.6552	65.52%
OATP2B1 inhibitior	-	0.8498	84.98%
OATP1B1 inhibitior	+	0.9122	91.22%
OATP1B3 inhibitior	+	0.9522	95.22%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.8750	87.50%
BSEP inhibitior	-	0.6947	69.47%
P-glycoprotein inhibitior	-	0.9216	92.16%
P-glycoprotein substrate	-	0.8955	89.55%
CYP3A4 substrate	-	0.5106	51.06%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8729	87.29%
CYP3A4 inhibition	-	0.7158	71.58%
CYP2C9 inhibition	-	0.8323	83.23%
CYP2C19 inhibition	-	0.8470	84.70%
CYP2D6 inhibition	-	0.9448	94.48%
CYP1A2 inhibition	-	0.6579	65.79%
CYP2C8 inhibition	-	0.9319	93.19%
CYP inhibitory promiscuity	-	0.8617	86.17%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.6500	65.00%
Carcinogenicity (trinary)	Non-required	0.6970	69.70%
Eye corrosion	-	0.6212	62.12%
Eye irritation	+	0.7137	71.37%
Skin irritation	+	0.7208	72.08%
Skin corrosion	-	0.7241	72.41%
Ames mutagenesis	-	0.7600	76.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.7114	71.14%
Micronuclear	-	0.9200	92.00%
Hepatotoxicity	-	0.6125	61.25%
skin sensitisation	+	0.8508	85.08%
Respiratory toxicity	-	0.8000	80.00%
Reproductive toxicity	-	0.7584	75.84%
Mitochondrial toxicity	-	0.7000	70.00%
Nephrotoxicity	+	0.4647	46.47%
Acute Oral Toxicity (c)	III	0.8153	81.53%
Estrogen receptor binding	-	0.7536	75.36%
Androgen receptor binding	-	0.7124	71.24%
Thyroid receptor binding	-	0.5000	50.00%
Glucocorticoid receptor binding	-	0.4770	47.70%
Aromatase binding	-	0.7613	76.13%
PPAR gamma	-	0.5340	53.40%
Honey bee toxicity	-	0.9385	93.85%
Biodegradation	-	0.5000	50.00%
Crustacea aquatic toxicity	-	0.8500	85.00%
Fish aquatic toxicity	+	0.8088	80.88%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2581	P07339	Cathepsin D	92.29%	98.95%
CHEMBL3130	O00329	PI3-kinase p110-delta subunit	90.63%	96.47%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	89.70%	96.09%
CHEMBL3359	P21462	Formyl peptide receptor 1	89.08%	93.56%
CHEMBL1907591	P30926	Neuronal acetylcholine receptor; alpha4/beta4	88.64%	100.00%
CHEMBL3892	Q99500	Sphingosine 1-phosphate receptor Edg-3	87.75%	97.29%
CHEMBL2265	P23141	Acyl coenzyme A:cholesterol acyltransferase	87.55%	85.94%
CHEMBL1293267	Q9HC97	G-protein coupled receptor 35	85.91%	89.34%
CHEMBL5966	P55899	IgG receptor FcRn large subunit p51	85.72%	90.93%
CHEMBL3401	O75469	Pregnane X receptor	85.63%	94.73%
CHEMBL3060	Q9Y345	Glycine transporter 2	81.99%	99.17%
CHEMBL3145	P42338	PI3-kinase p110-beta subunit	81.30%	98.75%

Plants that contains it

• Artemisia ludoviciana

Cross-Links

• PubChem: 163190826
• LOTUS: LTS0093559
• wikiData: Q103815867