1-(2-Hydroxyphenyl)-5,9,13-trimethyltetradeca-4,8,12-trien-1-one

Details

• Internal ID: fc4bf25b-a890-4a3d-9db3-e8c599b416ad
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Diterpenoids
• IUPAC Name: 1-(2-hydroxyphenyl)-5,9,13-trimethyltetradeca-4,8,12-trien-1-one
• SMILES (Canonical): CC(=CCCC(=CCCC(=CCCC(=O)C1=CC=CC=C1O)C)C)C
• SMILES (Isomeric): CC(=CCCC(=CCCC(=CCCC(=O)C1=CC=CC=C1O)C)C)C
• InChI: InChI=1S/C23H32O2/c1-18(2)10-7-11-19(3)12-8-13-20(4)14-9-17-23(25)21-15-5-6-16-22(21)24/h5-6,10,12,14-16,24H,7-9,11,13,17H2,1-4H3
• InChI Key: LSZKCJWMCQOQTJ-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₃H₃₂O₂
• Molecular Weight: 340.50 g/mol
• Exact Mass: 340.240230259 g/mol
• Topological Polar Surface Area (TPSA): 37.30 Ų
• XlogP: 7.70
• Atomic LogP (AlogP): 6.77
• H-Bond Acceptor: 2
• H-Bond Donor: 1
• Rotatable Bonds: 10

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	1.0000	100.00%
Caco-2	+	0.7665	76.65%
Blood Brain Barrier	+	0.7000	70.00%
Human oral bioavailability	+	0.5429	54.29%
Subcellular localzation	Mitochondria	0.8559	85.59%
OATP2B1 inhibitior	-	0.8595	85.95%
OATP1B1 inhibitior	+	0.9241	92.41%
OATP1B3 inhibitior	+	0.9380	93.80%
MATE1 inhibitior	-	0.8800	88.00%
OCT2 inhibitior	-	0.7000	70.00%
BSEP inhibitior	+	0.9350	93.50%
P-glycoprotein inhibitior	-	0.4327	43.27%
P-glycoprotein substrate	-	0.9379	93.79%
CYP3A4 substrate	-	0.5812	58.12%
CYP2C9 substrate	-	0.7958	79.58%
CYP2D6 substrate	-	0.8207	82.07%
CYP3A4 inhibition	-	0.5525	55.25%
CYP2C9 inhibition	-	0.7123	71.23%
CYP2C19 inhibition	+	0.6353	63.53%
CYP2D6 inhibition	-	0.8757	87.57%
CYP1A2 inhibition	+	0.8562	85.62%
CYP2C8 inhibition	-	0.8110	81.10%
CYP inhibitory promiscuity	+	0.5203	52.03%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.7450	74.50%
Carcinogenicity (trinary)	Non-required	0.6790	67.90%
Eye corrosion	-	0.9580	95.80%
Eye irritation	-	0.6356	63.56%
Skin irritation	-	0.5444	54.44%
Skin corrosion	-	0.9219	92.19%
Ames mutagenesis	-	0.8600	86.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.6824	68.24%
Micronuclear	-	0.9600	96.00%
Hepatotoxicity	+	0.5625	56.25%
skin sensitisation	+	0.6907	69.07%
Respiratory toxicity	-	0.6444	64.44%
Reproductive toxicity	-	0.6111	61.11%
Mitochondrial toxicity	-	0.7250	72.50%
Nephrotoxicity	+	0.6395	63.95%
Acute Oral Toxicity (c)	III	0.6024	60.24%
Estrogen receptor binding	+	0.7664	76.64%
Androgen receptor binding	-	0.7854	78.54%
Thyroid receptor binding	+	0.6816	68.16%
Glucocorticoid receptor binding	+	0.6492	64.92%
Aromatase binding	+	0.6205	62.05%
PPAR gamma	+	0.8496	84.96%
Honey bee toxicity	-	0.8991	89.91%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	-	0.6800	68.00%
Fish aquatic toxicity	+	0.9959	99.59%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	96.16%	91.11%
CHEMBL2581	P07339	Cathepsin D	95.70%	98.95%
CHEMBL4769	O95749	Geranylgeranyl pyrophosphate synthetase	93.31%	92.08%
CHEMBL3401	O75469	Pregnane X receptor	92.04%	94.73%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	89.39%	95.56%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	88.79%	96.09%
CHEMBL1293249	Q13887	Kruppel-like factor 5	83.54%	86.33%
CHEMBL221	P23219	Cyclooxygenase-1	82.70%	90.17%
CHEMBL3060	Q9Y345	Glycine transporter 2	80.90%	99.17%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	80.80%	95.50%

Plants that contains it

• Ferula communis

Cross-Links

• PubChem: 162948813
• LOTUS: LTS0053726
• wikiData: Q105156863