Bisgravillol

Details

• Internal ID: d2411a8e-0d7b-4747-863c-7b6d564232f8
• Taxonomy: Benzenoids > Phenols > Methoxyphenols
• IUPAC Name: 5-[14-(3-hydroxy-5-methoxyphenyl)tetradecyl]benzene-1,3-diol
• SMILES (Canonical): COC1=CC(=CC(=C1)O)CCCCCCCCCCCCCCC2=CC(=CC(=C2)O)O
• SMILES (Isomeric): COC1=CC(=CC(=C1)O)CCCCCCCCCCCCCCC2=CC(=CC(=C2)O)O
• InChI: InChI=1S/C27H40O4/c1-31-27-19-23(18-26(30)21-27)15-13-11-9-7-5-3-2-4-6-8-10-12-14-22-16-24(28)20-25(29)17-22/h16-21,28-30H,2-15H2,1H3
• InChI Key: HACJVLBLYFAKNF-UHFFFAOYSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₂₇H₄₀O₄
• Molecular Weight: 428.60 g/mol
• Exact Mass: 428.29265975 g/mol
• Topological Polar Surface Area (TPSA): 69.90 Ų
• XlogP: 9.50
• Atomic LogP (AlogP): 7.28
• H-Bond Acceptor: 4
• H-Bond Donor: 3
• Rotatable Bonds: 16

Synonyms

• 5-(14-(3-Hydroxy-5-methoxyphenyl)tetradecyl)benzene-1,3-diol
• 5-[14-(3-Hydroxy-5-methoxyphenyl)tetradecyl]benzene-1,3-diol
• RefChem:120401
• 932033-22-2
• CHEMBL221393

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9124	91.24%
Caco-2	-	0.5623	56.23%
Blood Brain Barrier	-	0.7500	75.00%
Human oral bioavailability	-	0.6857	68.57%
Subcellular localzation	Mitochondria	0.8890	88.90%
OATP2B1 inhibitior	-	0.8565	85.65%
OATP1B1 inhibitior	+	0.8893	88.93%
OATP1B3 inhibitior	+	0.9484	94.84%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.8500	85.00%
BSEP inhibitior	+	0.8105	81.05%
P-glycoprotein inhibitior	+	0.7347	73.47%
P-glycoprotein substrate	-	0.8106	81.06%
CYP3A4 substrate	-	0.5441	54.41%
CYP2C9 substrate	-	0.6120	61.20%
CYP2D6 substrate	+	0.5079	50.79%
CYP3A4 inhibition	+	0.7137	71.37%
CYP2C9 inhibition	+	0.6378	63.78%
CYP2C19 inhibition	+	0.8035	80.35%
CYP2D6 inhibition	-	0.7576	75.76%
CYP1A2 inhibition	+	0.7171	71.71%
CYP2C8 inhibition	+	0.4655	46.55%
CYP inhibitory promiscuity	+	0.7695	76.95%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.7534	75.34%
Carcinogenicity (trinary)	Non-required	0.6813	68.13%
Eye corrosion	-	0.9719	97.19%
Eye irritation	-	0.5542	55.42%
Skin irritation	-	0.7509	75.09%
Skin corrosion	-	0.8691	86.91%
Ames mutagenesis	-	0.8200	82.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.8739	87.39%
Micronuclear	-	0.7700	77.00%
Hepatotoxicity	-	0.7217	72.17%
skin sensitisation	-	0.8861	88.61%
Respiratory toxicity	-	0.6000	60.00%
Reproductive toxicity	-	0.5608	56.08%
Mitochondrial toxicity	-	0.6125	61.25%
Nephrotoxicity	-	0.5864	58.64%
Acute Oral Toxicity (c)	III	0.7300	73.00%
Estrogen receptor binding	+	0.8280	82.80%
Androgen receptor binding	+	0.6073	60.73%
Thyroid receptor binding	+	0.6824	68.24%
Glucocorticoid receptor binding	+	0.6024	60.24%
Aromatase binding	+	0.6906	69.06%
PPAR gamma	+	0.7483	74.83%
Honey bee toxicity	-	0.9471	94.71%
Biodegradation	-	0.7000	70.00%
Crustacea aquatic toxicity	+	0.6111	61.11%
Fish aquatic toxicity	+	0.9456	94.56%

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	96.16%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	96.04%	91.11%
CHEMBL2581	P07339	Cathepsin D	93.90%	98.95%
CHEMBL3060	Q9Y345	Glycine transporter 2	92.09%	99.17%
CHEMBL215	P09917	Arachidonate 5-lipoxygenase	86.72%	92.68%
CHEMBL1293249	Q13887	Kruppel-like factor 5	86.68%	86.33%
CHEMBL3401	O75469	Pregnane X receptor	85.63%	94.73%
CHEMBL4208	P20618	Proteasome component C5	84.40%	90.00%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	83.23%	95.89%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	81.59%	86.92%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	80.60%	96.95%
CHEMBL2535	P11166	Glucose transporter	80.14%	98.75%

Plants that contains it

• Grevillea robusta

Cross-Links

• PubChem: 16109872
• NPASS: NPC114064
• ChEMBL: CHEMBL221393
• LOTUS: LTS0111606
• wikiData: Q105024786