5-[16-(3,5-Dihydroxyphenyl)hexadec-8-enyl]benzene-1,3-diol

Details

• Internal ID: 27a09649-1a57-43d0-b554-57440ff8d3e7
• Taxonomy: Benzenoids > Phenols > Benzenediols > Resorcinols
• IUPAC Name: 5-[16-(3,5-dihydroxyphenyl)hexadec-8-enyl]benzene-1,3-diol
• SMILES (Canonical): C1=C(C=C(C=C1O)O)CCCCCCCC=CCCCCCCCC2=CC(=CC(=C2)O)O
• SMILES (Isomeric): C1=C(C=C(C=C1O)O)CCCCCCCC=CCCCCCCCC2=CC(=CC(=C2)O)O
• InChI: InChI=1S/C28H40O4/c29-25-17-23(18-26(30)21-25)15-13-11-9-7-5-3-1-2-4-6-8-10-12-14-16-24-19-27(31)22-28(32)20-24/h1-2,17-22,29-32H,3-16H2
• InChI Key: ODGCEQWGAFQNAU-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₈H₄₀O₄
• Molecular Weight: 440.60 g/mol
• Exact Mass: 440.29265975 g/mol
• Topological Polar Surface Area (TPSA): 80.90 Ų
• XlogP: 9.40
• Atomic LogP (AlogP): 7.53
• 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	+	0.9128	91.28%
Caco-2	-	0.7637	76.37%
Blood Brain Barrier	-	0.7250	72.50%
Human oral bioavailability	-	0.7571	75.71%
Subcellular localzation	Mitochondria	0.7736	77.36%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8111	81.11%
OATP1B3 inhibitior	+	0.9505	95.05%
MATE1 inhibitior	-	0.9000	90.00%
OCT2 inhibitior	-	0.7838	78.38%
BSEP inhibitior	+	0.7867	78.67%
P-glycoprotein inhibitior	+	0.7389	73.89%
P-glycoprotein substrate	-	0.9393	93.93%
CYP3A4 substrate	-	0.6149	61.49%
CYP2C9 substrate	-	0.6147	61.47%
CYP2D6 substrate	+	0.3954	39.54%
CYP3A4 inhibition	+	0.9099	90.99%
CYP2C9 inhibition	+	0.7071	70.71%
CYP2C19 inhibition	+	0.6840	68.40%
CYP2D6 inhibition	-	0.8405	84.05%
CYP1A2 inhibition	+	0.6901	69.01%
CYP2C8 inhibition	-	0.6288	62.88%
CYP inhibitory promiscuity	+	0.8304	83.04%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.7562	75.62%
Carcinogenicity (trinary)	Non-required	0.6300	63.00%
Eye corrosion	-	0.9693	96.93%
Eye irritation	-	0.5510	55.10%
Skin irritation	-	0.6431	64.31%
Skin corrosion	-	0.8990	89.90%
Ames mutagenesis	-	0.7300	73.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.8602	86.02%
Micronuclear	-	0.7600	76.00%
Hepatotoxicity	-	0.7217	72.17%
skin sensitisation	-	0.6087	60.87%
Respiratory toxicity	-	0.5778	57.78%
Reproductive toxicity	-	0.5830	58.30%
Mitochondrial toxicity	-	0.6500	65.00%
Nephrotoxicity	-	0.7432	74.32%
Acute Oral Toxicity (c)	III	0.7875	78.75%
Estrogen receptor binding	+	0.8393	83.93%
Androgen receptor binding	+	0.5761	57.61%
Thyroid receptor binding	+	0.5619	56.19%
Glucocorticoid receptor binding	-	0.5160	51.60%
Aromatase binding	+	0.5347	53.47%
PPAR gamma	+	0.8270	82.70%
Honey bee toxicity	-	0.9574	95.74%
Biodegradation	-	0.5500	55.00%
Crustacea aquatic toxicity	+	0.6662	66.62%
Fish aquatic toxicity	+	0.9875	98.75%

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	95.75%	91.11%
CHEMBL3060	Q9Y345	Glycine transporter 2	94.45%	99.17%
CHEMBL2581	P07339	Cathepsin D	91.10%	98.95%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	86.56%	96.09%
CHEMBL3401	O75469	Pregnane X receptor	83.36%	94.73%
CHEMBL1293255	P15428	15-hydroxyprostaglandin dehydrogenase [NAD+]	82.09%	83.57%
CHEMBL233	P35372	Mu opioid receptor	81.44%	97.93%
CHEMBL1293249	Q13887	Kruppel-like factor 5	81.43%	86.33%
CHEMBL3975	P09467	Fructose-1,6-bisphosphatase	81.22%	92.95%

Plants that contains it

• Grevillea glauca
• Hakea trifurcata

Cross-Links

• PubChem: 85129102
• LOTUS: LTS0169366
• wikiData: Q105189832