5-[(Z)-16-(3,5-dihydroxyphenyl)hexadec-8-enyl]-2-methylbenzene-1,3-diol

Details

• Internal ID: 7055a2ab-9c14-41af-9b92-919a28c40953
• Taxonomy: Benzenoids > Phenols > Benzenediols > Resorcinols
• IUPAC Name: 5-[(Z)-16-(3,5-dihydroxyphenyl)hexadec-8-enyl]-2-methylbenzene-1,3-diol
• SMILES (Canonical): CC1=C(C=C(C=C1O)CCCCCCCC=CCCCCCCCC2=CC(=CC(=C2)O)O)O
• SMILES (Isomeric): CC1=C(C=C(C=C1O)CCCCCCC/C=C\CCCCCCCC2=CC(=CC(=C2)O)O)O
• InChI: InChI=1S/C29H42O4/c1-23-28(32)20-25(21-29(23)33)17-15-13-11-9-7-5-3-2-4-6-8-10-12-14-16-24-18-26(30)22-27(31)19-24/h2-3,18-22,30-33H,4-17H2,1H3/b3-2-
• InChI Key: VTCSBYCNJOKHOB-IHWYPQMZSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₂₉H₄₂O₄
• Molecular Weight: 454.60 g/mol
• Exact Mass: 454.30830982 g/mol
• Topological Polar Surface Area (TPSA): 80.90 Ų
• XlogP: 9.70
• Atomic LogP (AlogP): 7.84
• H-Bond Acceptor: 4
• H-Bond Donor: 4
• Rotatable Bonds: 16

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9410	94.10%
Caco-2	-	0.7254	72.54%
Blood Brain Barrier	-	0.7500	75.00%
Human oral bioavailability	-	0.7429	74.29%
Subcellular localzation	Mitochondria	0.8696	86.96%
OATP2B1 inhibitior	-	0.8571	85.71%
OATP1B1 inhibitior	+	0.8206	82.06%
OATP1B3 inhibitior	+	0.9638	96.38%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	0.7588	75.88%
BSEP inhibitior	+	0.8630	86.30%
P-glycoprotein inhibitior	+	0.7749	77.49%
P-glycoprotein substrate	-	0.8981	89.81%
CYP3A4 substrate	-	0.5141	51.41%
CYP2C9 substrate	-	0.7928	79.28%
CYP2D6 substrate	+	0.3567	35.67%
CYP3A4 inhibition	+	0.8371	83.71%
CYP2C9 inhibition	+	0.8792	87.92%
CYP2C19 inhibition	+	0.7735	77.35%
CYP2D6 inhibition	-	0.7746	77.46%
CYP1A2 inhibition	+	0.8556	85.56%
CYP2C8 inhibition	-	0.6098	60.98%
CYP inhibitory promiscuity	+	0.8931	89.31%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.7562	75.62%
Carcinogenicity (trinary)	Non-required	0.7042	70.42%
Eye corrosion	-	0.9710	97.10%
Eye irritation	-	0.7312	73.12%
Skin irritation	-	0.6374	63.74%
Skin corrosion	-	0.6322	63.22%
Ames mutagenesis	-	0.7400	74.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.8115	81.15%
Micronuclear	-	0.7100	71.00%
Hepatotoxicity	-	0.6891	68.91%
skin sensitisation	+	0.4891	48.91%
Respiratory toxicity	-	0.5667	56.67%
Reproductive toxicity	-	0.5333	53.33%
Mitochondrial toxicity	-	0.5500	55.00%
Nephrotoxicity	-	0.7464	74.64%
Acute Oral Toxicity (c)	III	0.7238	72.38%
Estrogen receptor binding	+	0.8820	88.20%
Androgen receptor binding	+	0.7892	78.92%
Thyroid receptor binding	+	0.5584	55.84%
Glucocorticoid receptor binding	+	0.6217	62.17%
Aromatase binding	+	0.5725	57.25%
PPAR gamma	+	0.8193	81.93%
Honey bee toxicity	-	0.9674	96.74%
Biodegradation	-	0.6000	60.00%
Crustacea aquatic toxicity	+	0.7062	70.62%
Fish aquatic toxicity	+	0.9953	99.53%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL3060	Q9Y345	Glycine transporter 2	94.48%	99.17%
CHEMBL2581	P07339	Cathepsin D	94.40%	98.95%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	93.89%	91.11%
CHEMBL3401	O75469	Pregnane X receptor	89.68%	94.73%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	89.67%	96.95%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	85.31%	96.09%
CHEMBL4208	P20618	Proteasome component C5	84.39%	90.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	83.50%	95.56%
CHEMBL1293249	Q13887	Kruppel-like factor 5	82.35%	86.33%
CHEMBL3194	P02766	Transthyretin	81.19%	90.71%
CHEMBL3492	P49721	Proteasome Macropain subunit	80.99%	90.24%
CHEMBL4769	O95749	Geranylgeranyl pyrophosphate synthetase	80.33%	92.08%

Plants that contains it

• Grevillea glauca

Cross-Links

• PubChem: 101534696
• LOTUS: LTS0276137
• wikiData: Q105292656