4-Hydroxy-8,12-dimethyl-5-(3-methylbut-2-enyl)trideca-3,7,11-trien-2-one

Details

• Internal ID: 3ec484d3-0ee1-4073-8153-dda161e0506e
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Monoterpenoids > Acyclic monoterpenoids
• IUPAC Name: 4-hydroxy-8,12-dimethyl-5-(3-methylbut-2-enyl)trideca-3,7,11-trien-2-one
• SMILES (Canonical): CC(=CCCC(=CCC(CC=C(C)C)C(=CC(=O)C)O)C)C
• SMILES (Isomeric): CC(=CCCC(=CCC(CC=C(C)C)C(=CC(=O)C)O)C)C
• InChI: InChI=1S/C20H32O2/c1-15(2)8-7-9-17(5)11-13-19(12-10-16(3)4)20(22)14-18(6)21/h8,10-11,14,19,22H,7,9,12-13H2,1-6H3
• InChI Key: XTHYJTPYULMWAM-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₀H₃₂O₂
• Molecular Weight: 304.50 g/mol
• Exact Mass: 304.240230259 g/mol
• Topological Polar Surface Area (TPSA): 37.30 Ų
• XlogP: 6.20
• Atomic LogP (AlogP): 6.07
• H-Bond Acceptor: 2
• H-Bond Donor: 1
• Rotatable Bonds: 9

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9951	99.51%
Caco-2	+	0.7445	74.45%
Blood Brain Barrier	+	0.9500	95.00%
Human oral bioavailability	-	0.6000	60.00%
Subcellular localzation	Mitochondria	0.5414	54.14%
OATP2B1 inhibitior	-	0.8535	85.35%
OATP1B1 inhibitior	+	0.9096	90.96%
OATP1B3 inhibitior	+	0.9167	91.67%
MATE1 inhibitior	-	0.7600	76.00%
OCT2 inhibitior	-	0.7500	75.00%
BSEP inhibitior	-	0.4938	49.38%
P-glycoprotein inhibitior	-	0.7320	73.20%
P-glycoprotein substrate	-	0.9259	92.59%
CYP3A4 substrate	-	0.5780	57.80%
CYP2C9 substrate	-	0.8092	80.92%
CYP2D6 substrate	-	0.8688	86.88%
CYP3A4 inhibition	-	0.9076	90.76%
CYP2C9 inhibition	-	0.8132	81.32%
CYP2C19 inhibition	-	0.8607	86.07%
CYP2D6 inhibition	-	0.9308	93.08%
CYP1A2 inhibition	-	0.6454	64.54%
CYP2C8 inhibition	-	0.9592	95.92%
CYP inhibitory promiscuity	-	0.7851	78.51%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.5400	54.00%
Carcinogenicity (trinary)	Non-required	0.6137	61.37%
Eye corrosion	-	0.5657	56.57%
Eye irritation	-	0.6713	67.13%
Skin irritation	+	0.6501	65.01%
Skin corrosion	-	0.9624	96.24%
Ames mutagenesis	-	0.6064	60.64%
Human Ether-a-go-go-Related Gene inhibition	+	0.7169	71.69%
Micronuclear	-	0.9900	99.00%
Hepatotoxicity	-	0.5107	51.07%
skin sensitisation	+	0.7220	72.20%
Respiratory toxicity	-	0.7444	74.44%
Reproductive toxicity	-	0.8164	81.64%
Mitochondrial toxicity	-	0.7500	75.00%
Nephrotoxicity	-	0.5742	57.42%
Acute Oral Toxicity (c)	III	0.7217	72.17%
Estrogen receptor binding	+	0.6791	67.91%
Androgen receptor binding	-	0.6618	66.18%
Thyroid receptor binding	-	0.5382	53.82%
Glucocorticoid receptor binding	-	0.5104	51.04%
Aromatase binding	-	0.6900	69.00%
PPAR gamma	+	0.8584	85.84%
Honey bee toxicity	-	0.8568	85.68%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	-	0.7200	72.00%
Fish aquatic toxicity	+	0.9602	96.02%

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	88.97%	96.09%
CHEMBL2581	P07339	Cathepsin D	88.19%	98.95%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	85.29%	94.45%
CHEMBL3060	Q9Y345	Glycine transporter 2	83.27%	99.17%
CHEMBL3401	O75469	Pregnane X receptor	82.60%	94.73%
CHEMBL340	P08684	Cytochrome P450 3A4	81.20%	91.19%
CHEMBL221	P23219	Cyclooxygenase-1	80.16%	90.17%

Plants that contains it

• Harrisonia abyssinica

Cross-Links

• PubChem: 85223696
• LOTUS: LTS0274018
• wikiData: Q105341576