(5E)-10-hydroxy-2,6,10-trimethyldodeca-2,5,11-trien-4-one

Details

• Internal ID: 892e70da-afbc-4c10-a5a1-7cd28f07be7e
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Sesquiterpenoids
• IUPAC Name: (5E)-10-hydroxy-2,6,10-trimethyldodeca-2,5,11-trien-4-one
• SMILES (Canonical): CC(=CC(=O)C=C(C)CCCC(C)(C=C)O)C
• SMILES (Isomeric): CC(=CC(=O)/C=C(\C)/CCCC(C)(C=C)O)C
• InChI: InChI=1S/C15H24O2/c1-6-15(5,17)9-7-8-13(4)11-14(16)10-12(2)3/h6,10-11,17H,1,7-9H2,2-5H3/b13-11+
• InChI Key: OTRVEZNVCKAIQL-ACCUITESSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₅H₂₄O₂
• Molecular Weight: 236.35 g/mol
• Exact Mass: 236.177630004 g/mol
• Topological Polar Surface Area (TPSA): 37.30 Ų
• XlogP: 3.60
• Atomic LogP (AlogP): 3.58
• H-Bond Acceptor: 2
• H-Bond Donor: 1
• Rotatable Bonds: 7

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9906	99.06%
Caco-2	+	0.7813	78.13%
Blood Brain Barrier	+	0.9250	92.50%
Human oral bioavailability	-	0.6286	62.86%
Subcellular localzation	Mitochondria	0.4800	48.00%
OATP2B1 inhibitior	-	0.8564	85.64%
OATP1B1 inhibitior	+	0.9093	90.93%
OATP1B3 inhibitior	+	0.9405	94.05%
MATE1 inhibitior	-	0.8600	86.00%
OCT2 inhibitior	-	0.8500	85.00%
BSEP inhibitior	-	0.5323	53.23%
P-glycoprotein inhibitior	-	0.9667	96.67%
P-glycoprotein substrate	-	0.8888	88.88%
CYP3A4 substrate	-	0.5000	50.00%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8762	87.62%
CYP3A4 inhibition	-	0.8149	81.49%
CYP2C9 inhibition	-	0.8056	80.56%
CYP2C19 inhibition	-	0.7671	76.71%
CYP2D6 inhibition	-	0.9257	92.57%
CYP1A2 inhibition	-	0.6836	68.36%
CYP2C8 inhibition	-	0.8938	89.38%
CYP inhibitory promiscuity	-	0.8006	80.06%
UGT catelyzed	-	0.7000	70.00%
Carcinogenicity (binary)	-	0.6200	62.00%
Carcinogenicity (trinary)	Non-required	0.6454	64.54%
Eye corrosion	-	0.7059	70.59%
Eye irritation	+	0.7905	79.05%
Skin irritation	+	0.8349	83.49%
Skin corrosion	-	0.7783	77.83%
Ames mutagenesis	-	0.8100	81.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5950	59.50%
Micronuclear	-	0.9800	98.00%
Hepatotoxicity	-	0.5299	52.99%
skin sensitisation	+	0.8695	86.95%
Respiratory toxicity	-	0.8556	85.56%
Reproductive toxicity	-	0.7584	75.84%
Mitochondrial toxicity	-	0.8500	85.00%
Nephrotoxicity	-	0.5575	55.75%
Acute Oral Toxicity (c)	III	0.6584	65.84%
Estrogen receptor binding	-	0.6858	68.58%
Androgen receptor binding	-	0.5235	52.35%
Thyroid receptor binding	-	0.5961	59.61%
Glucocorticoid receptor binding	+	0.8057	80.57%
Aromatase binding	-	0.6532	65.32%
PPAR gamma	+	0.5589	55.89%
Honey bee toxicity	-	0.9074	90.74%
Biodegradation	-	0.5750	57.50%
Crustacea aquatic toxicity	-	0.7600	76.00%
Fish aquatic toxicity	+	0.7792	77.92%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2581	P07339	Cathepsin D	90.99%	98.95%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	89.78%	96.09%
CHEMBL3060	Q9Y345	Glycine transporter 2	88.03%	99.17%
CHEMBL4040	P28482	MAP kinase ERK2	87.17%	83.82%
CHEMBL5966	P55899	IgG receptor FcRn large subunit p51	86.22%	90.93%
CHEMBL3401	O75469	Pregnane X receptor	85.95%	94.73%
CHEMBL1293267	Q9HC97	G-protein coupled receptor 35	84.40%	89.34%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	82.19%	91.11%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	81.13%	96.95%

Plants that contains it

• Cinnamomum camphora
• Crataegus pinnatifida

Cross-Links

• PubChem: 5322107
• NPASS: NPC160975