(4E,8E,12Z)-14-hydroxy-1-(2-hydroxyphenyl)-5,9,13-trimethyltetradeca-4,8,12-trien-1-one

Details

• Internal ID: d58053db-3437-4858-9010-99a3d915b70c
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Diterpenoids
• IUPAC Name: (4E,8E,12Z)-14-hydroxy-1-(2-hydroxyphenyl)-5,9,13-trimethyltetradeca-4,8,12-trien-1-one
• SMILES (Canonical): CC(=CCCC(=O)C1=CC=CC=C1O)CCC=C(C)CCC=C(C)CO
• SMILES (Isomeric): C/C(=C\CCC(=O)C1=CC=CC=C1O)/CC/C=C(\C)/CC/C=C(/C)\CO
• InChI: InChI=1S/C23H32O3/c1-18(11-7-13-20(3)17-24)9-6-10-19(2)12-8-16-23(26)21-14-4-5-15-22(21)25/h4-5,9,12-15,24-25H,6-8,10-11,16-17H2,1-3H3/b18-9+,19-12+,20-13-
• InChI Key: YZTLBKLOFZVPRV-YRLOCFQLSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₃H₃₂O₃
• Molecular Weight: 356.50 g/mol
• Exact Mass: 356.23514488 g/mol
• Topological Polar Surface Area (TPSA): 57.50 Ų
• XlogP: 6.20
• Atomic LogP (AlogP): 5.75
• H-Bond Acceptor: 3
• H-Bond Donor: 2
• Rotatable Bonds: 11

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9949	99.49%
Caco-2	+	0.5949	59.49%
Blood Brain Barrier	+	0.5750	57.50%
Human oral bioavailability	-	0.5571	55.71%
Subcellular localzation	Mitochondria	0.9116	91.16%
OATP2B1 inhibitior	-	0.8580	85.80%
OATP1B1 inhibitior	+	0.9184	91.84%
OATP1B3 inhibitior	+	0.9378	93.78%
MATE1 inhibitior	-	0.8400	84.00%
OCT2 inhibitior	-	0.5000	50.00%
BSEP inhibitior	+	0.9513	95.13%
P-glycoprotein inhibitior	-	0.4364	43.64%
P-glycoprotein substrate	-	0.9041	90.41%
CYP3A4 substrate	-	0.5645	56.45%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8319	83.19%
CYP3A4 inhibition	+	0.7657	76.57%
CYP2C9 inhibition	-	0.6856	68.56%
CYP2C19 inhibition	+	0.6034	60.34%
CYP2D6 inhibition	-	0.7536	75.36%
CYP1A2 inhibition	+	0.8986	89.86%
CYP2C8 inhibition	-	0.7502	75.02%
CYP inhibitory promiscuity	-	0.5886	58.86%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.7850	78.50%
Carcinogenicity (trinary)	Non-required	0.6787	67.87%
Eye corrosion	-	0.9865	98.65%
Eye irritation	-	0.8139	81.39%
Skin irritation	-	0.7205	72.05%
Skin corrosion	-	0.9685	96.85%
Ames mutagenesis	-	0.8000	80.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.8023	80.23%
Micronuclear	-	0.9300	93.00%
Hepatotoxicity	-	0.5750	57.50%
skin sensitisation	+	0.4916	49.16%
Respiratory toxicity	-	0.6889	68.89%
Reproductive toxicity	-	0.5333	53.33%
Mitochondrial toxicity	-	0.5750	57.50%
Nephrotoxicity	+	0.6314	63.14%
Acute Oral Toxicity (c)	III	0.6074	60.74%
Estrogen receptor binding	+	0.6610	66.10%
Androgen receptor binding	-	0.7717	77.17%
Thyroid receptor binding	+	0.6123	61.23%
Glucocorticoid receptor binding	+	0.6931	69.31%
Aromatase binding	+	0.5618	56.18%
PPAR gamma	+	0.8007	80.07%
Honey bee toxicity	-	0.9192	91.92%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	-	0.7100	71.00%
Fish aquatic toxicity	+	0.9914	99.14%

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	96.09%	91.11%
CHEMBL2581	P07339	Cathepsin D	96.00%	98.95%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	91.50%	95.56%
CHEMBL3401	O75469	Pregnane X receptor	89.84%	94.73%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	88.08%	96.09%
CHEMBL4769	O95749	Geranylgeranyl pyrophosphate synthetase	84.19%	92.08%
CHEMBL1293249	Q13887	Kruppel-like factor 5	83.54%	86.33%
CHEMBL3060	Q9Y345	Glycine transporter 2	82.62%	99.17%
CHEMBL2321614	Q9NPC2	Potassium channel subfamily K member 9	81.52%	80.00%

Plants that contains it

• Ferula communis

Cross-Links

• PubChem: 10473486
• LOTUS: LTS0175630
• wikiData: Q105369463