(2E,6E)-1-Hydroxy-2,6,10-farnesatrien-9-one

Details

• Internal ID: 39c16057-0f07-4e05-b804-31561ee4c435
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Sesquiterpenoids
• IUPAC Name: (6E,10E)-12-hydroxy-2,6,10-trimethyldodeca-2,6,10-trien-4-one
• SMILES (Canonical): CC(=CC(=O)CC(=CCCC(=CCO)C)C)C
• SMILES (Isomeric): CC(=CC(=O)C/C(=C/CC/C(=C/CO)/C)/C)C
• InChI: InChI=1S/C15H24O2/c1-12(2)10-15(17)11-14(4)7-5-6-13(3)8-9-16/h7-8,10,16H,5-6,9,11H2,1-4H3/b13-8+,14-7+
• InChI Key: VCXVMWVWGVWZPY-CCLLZULESA-N
• Popularity: 4 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

• CHEBI:173700
• 12-Hydroxy-2,6,10-trimethyl-2,6,10-dodecatrien-4-one
• (6E,10E)-12-HYDROXY-2,6,10-TRIMETHYLDODECA-2,6,10-TRIEN-4-ONE
• 52717-03-0

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9887	98.87%
Caco-2	+	0.8400	84.00%
Blood Brain Barrier	+	0.9000	90.00%
Human oral bioavailability	-	0.5429	54.29%
Subcellular localzation	Mitochondria	0.6492	64.92%
OATP2B1 inhibitior	-	0.8555	85.55%
OATP1B1 inhibitior	+	0.9385	93.85%
OATP1B3 inhibitior	+	0.9363	93.63%
MATE1 inhibitior	-	0.8000	80.00%
OCT2 inhibitior	-	0.6500	65.00%
BSEP inhibitior	-	0.5826	58.26%
P-glycoprotein inhibitior	-	0.9464	94.64%
P-glycoprotein substrate	-	0.8914	89.14%
CYP3A4 substrate	-	0.5427	54.27%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8661	86.61%
CYP3A4 inhibition	-	0.8678	86.78%
CYP2C9 inhibition	-	0.8717	87.17%
CYP2C19 inhibition	-	0.8688	86.88%
CYP2D6 inhibition	-	0.9022	90.22%
CYP1A2 inhibition	-	0.7213	72.13%
CYP2C8 inhibition	-	0.9572	95.72%
CYP inhibitory promiscuity	-	0.8106	81.06%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.6600	66.00%
Carcinogenicity (trinary)	Non-required	0.6968	69.68%
Eye corrosion	-	0.6200	62.00%
Eye irritation	+	0.8523	85.23%
Skin irritation	+	0.6573	65.73%
Skin corrosion	-	0.9727	97.27%
Ames mutagenesis	-	0.6600	66.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5000	50.00%
Micronuclear	-	1.0000	100.00%
Hepatotoxicity	-	0.7625	76.25%
skin sensitisation	+	0.7936	79.36%
Respiratory toxicity	-	0.8000	80.00%
Reproductive toxicity	-	0.9222	92.22%
Mitochondrial toxicity	-	0.9000	90.00%
Nephrotoxicity	+	0.6400	64.00%
Acute Oral Toxicity (c)	III	0.7668	76.68%
Estrogen receptor binding	-	0.7794	77.94%
Androgen receptor binding	-	0.7265	72.65%
Thyroid receptor binding	-	0.7313	73.13%
Glucocorticoid receptor binding	+	0.5621	56.21%
Aromatase binding	-	0.6680	66.80%
PPAR gamma	+	0.5681	56.81%
Honey bee toxicity	-	0.9398	93.98%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	-	0.6700	67.00%
Fish aquatic toxicity	+	0.8209	82.09%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	90.85%	96.09%
CHEMBL3060	Q9Y345	Glycine transporter 2	87.77%	99.17%
CHEMBL1293267	Q9HC97	G-protein coupled receptor 35	86.41%	89.34%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	86.40%	94.33%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	84.75%	91.11%
CHEMBL2581	P07339	Cathepsin D	82.84%	98.95%
CHEMBL3401	O75469	Pregnane X receptor	80.69%	94.73%
CHEMBL340	P08684	Cytochrome P450 3A4	80.16%	91.19%

Plants that contains it

• Digitalis lanata

Cross-Links

• PubChem: 101648402
• NPASS: NPC40492