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

Details

• Internal ID: 19f8e660-2a2d-4794-b55e-6696a0ce7ba0
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Sesquiterpenoids
• IUPAC Name: (5R,6E,10R)-5,10-dihydroxy-2,6,10-trimethyldodeca-2,6,11-trien-4-one
• SMILES (Canonical): CC(=CC(=O)C(C(=CCCC(C)(C=C)O)C)O)C
• SMILES (Isomeric): CC(=CC(=O)[C@@H](/C(=C/CC[C@](C)(C=C)O)/C)O)C
• InChI: InChI=1S/C15H24O3/c1-6-15(5,18)9-7-8-12(4)14(17)13(16)10-11(2)3/h6,8,10,14,17-18H,1,7,9H2,2-5H3/b12-8+/t14-,15+/m1/s1
• InChI Key: XYWBLAUDERPPOJ-QQAGXBGCSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₅H₂₄O₃
• Molecular Weight: 252.35 g/mol
• Exact Mass: 252.17254462 g/mol
• Topological Polar Surface Area (TPSA): 57.50 Ų
• XlogP: 2.90
• Atomic LogP (AlogP): 2.55
• H-Bond Acceptor: 3
• H-Bond Donor: 2
• Rotatable Bonds: 7

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9792	97.92%
Caco-2	-	0.5498	54.98%
Blood Brain Barrier	+	0.8250	82.50%
Human oral bioavailability	-	0.6714	67.14%
Subcellular localzation	Mitochondria	0.5240	52.40%
OATP2B1 inhibitior	-	0.8558	85.58%
OATP1B1 inhibitior	+	0.9179	91.79%
OATP1B3 inhibitior	+	0.9543	95.43%
MATE1 inhibitior	-	0.8800	88.00%
OCT2 inhibitior	-	0.8250	82.50%
BSEP inhibitior	-	0.5789	57.89%
P-glycoprotein inhibitior	-	0.9389	93.89%
P-glycoprotein substrate	-	0.8966	89.66%
CYP3A4 substrate	-	0.5000	50.00%
CYP2C9 substrate	-	0.8037	80.37%
CYP2D6 substrate	-	0.8655	86.55%
CYP3A4 inhibition	-	0.7804	78.04%
CYP2C9 inhibition	-	0.7846	78.46%
CYP2C19 inhibition	-	0.7874	78.74%
CYP2D6 inhibition	-	0.9198	91.98%
CYP1A2 inhibition	-	0.7664	76.64%
CYP2C8 inhibition	-	0.8917	89.17%
CYP inhibitory promiscuity	-	0.8026	80.26%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.6600	66.00%
Carcinogenicity (trinary)	Non-required	0.6764	67.64%
Eye corrosion	-	0.8504	85.04%
Eye irritation	-	0.6500	65.00%
Skin irritation	+	0.6838	68.38%
Skin corrosion	-	0.8512	85.12%
Ames mutagenesis	-	0.5400	54.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5956	59.56%
Micronuclear	-	0.9100	91.00%
Hepatotoxicity	-	0.5549	55.49%
skin sensitisation	+	0.7910	79.10%
Respiratory toxicity	-	0.7889	78.89%
Reproductive toxicity	-	0.7695	76.95%
Mitochondrial toxicity	-	0.6750	67.50%
Nephrotoxicity	-	0.6173	61.73%
Acute Oral Toxicity (c)	III	0.4835	48.35%
Estrogen receptor binding	+	0.5935	59.35%
Androgen receptor binding	-	0.6850	68.50%
Thyroid receptor binding	-	0.6277	62.77%
Glucocorticoid receptor binding	+	0.8013	80.13%
Aromatase binding	-	0.5874	58.74%
PPAR gamma	+	0.6051	60.51%
Honey bee toxicity	-	0.8164	81.64%
Biodegradation	-	0.7250	72.50%
Crustacea aquatic toxicity	-	0.7700	77.00%
Fish aquatic toxicity	+	0.8153	81.53%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2581	P07339	Cathepsin D	92.53%	98.95%
CHEMBL1293267	Q9HC97	G-protein coupled receptor 35	92.00%	89.34%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	90.06%	96.09%
CHEMBL3401	O75469	Pregnane X receptor	89.84%	94.73%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	86.67%	96.95%
CHEMBL3060	Q9Y345	Glycine transporter 2	86.42%	99.17%
CHEMBL3130	O00329	PI3-kinase p110-delta subunit	85.99%	96.47%
CHEMBL5966	P55899	IgG receptor FcRn large subunit p51	85.84%	90.93%
CHEMBL253	P34972	Cannabinoid CB2 receptor	83.91%	97.25%
CHEMBL4657	Q6V1X1	Dipeptidyl peptidase VIII	83.84%	97.21%
CHEMBL3145	P42338	PI3-kinase p110-beta subunit	82.06%	98.75%
CHEMBL1907591	P30926	Neuronal acetylcholine receptor; alpha4/beta4	81.00%	100.00%

Plants that contains it

• Geigeria ornativa
• Vernonanthura polyanthes

Cross-Links

• PubChem: 162959419
• LOTUS: LTS0184344
• wikiData: Q105344704