2-Carboxyl-4-(3-methyl-but-2-enyl)-5-methoxy-(1,1'-biphenyl)-3-ol

Details

• Internal ID: 93af4fef-5887-4439-adeb-a1bd939ab730
• Taxonomy: Benzenoids > Benzene and substituted derivatives > Biphenyls and derivatives
• IUPAC Name: 2-hydroxy-4-methoxy-3-(3-methylbut-2-enyl)-6-phenylbenzoic acid
• SMILES (Canonical): CC(=CCC1=C(C=C(C(=C1O)C(=O)O)C2=CC=CC=C2)OC)C
• SMILES (Isomeric): CC(=CCC1=C(C=C(C(=C1O)C(=O)O)C2=CC=CC=C2)OC)C
• InChI: InChI=1S/C19H20O4/c1-12(2)9-10-14-16(23-3)11-15(13-7-5-4-6-8-13)17(18(14)20)19(21)22/h4-9,11,20H,10H2,1-3H3,(H,21,22)
• InChI Key: WWVKMRSBEOZJGH-UHFFFAOYSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₁₉H₂₀O₄
• Molecular Weight: 312.40 g/mol
• Exact Mass: 312.13615911 g/mol
• Topological Polar Surface Area (TPSA): 66.80 Ų
• XlogP: 5.20
• Atomic LogP (AlogP): 4.27
• H-Bond Acceptor: 3
• H-Bond Donor: 2
• Rotatable Bonds: 5

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9917	99.17%
Caco-2	+	0.9208	92.08%
Blood Brain Barrier	-	0.5500	55.00%
Human oral bioavailability	+	0.5286	52.86%
Subcellular localzation	Mitochondria	0.8172	81.72%
OATP2B1 inhibitior	-	0.7196	71.96%
OATP1B1 inhibitior	+	0.8880	88.80%
OATP1B3 inhibitior	-	0.2512	25.12%
MATE1 inhibitior	-	0.7000	70.00%
OCT2 inhibitior	-	0.9250	92.50%
BSEP inhibitior	+	0.8751	87.51%
P-glycoprotein inhibitior	+	0.6353	63.53%
P-glycoprotein substrate	-	0.8213	82.13%
CYP3A4 substrate	-	0.5291	52.91%
CYP2C9 substrate	-	0.6274	62.74%
CYP2D6 substrate	-	0.8755	87.55%
CYP3A4 inhibition	-	0.8459	84.59%
CYP2C9 inhibition	+	0.7895	78.95%
CYP2C19 inhibition	+	0.8291	82.91%
CYP2D6 inhibition	-	0.8245	82.45%
CYP1A2 inhibition	+	0.5848	58.48%
CYP2C8 inhibition	+	0.7000	70.00%
CYP inhibitory promiscuity	+	0.8536	85.36%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.7842	78.42%
Carcinogenicity (trinary)	Non-required	0.6598	65.98%
Eye corrosion	-	0.9928	99.28%
Eye irritation	+	0.6964	69.64%
Skin irritation	-	0.8189	81.89%
Skin corrosion	-	0.9661	96.61%
Ames mutagenesis	-	0.6523	65.23%
Human Ether-a-go-go-Related Gene inhibition	-	0.3619	36.19%
Micronuclear	-	0.5200	52.00%
Hepatotoxicity	+	0.5125	51.25%
skin sensitisation	-	0.7437	74.37%
Respiratory toxicity	-	0.6444	64.44%
Reproductive toxicity	+	0.6889	68.89%
Mitochondrial toxicity	-	0.5125	51.25%
Nephrotoxicity	-	0.6529	65.29%
Acute Oral Toxicity (c)	III	0.6504	65.04%
Estrogen receptor binding	+	0.9300	93.00%
Androgen receptor binding	+	0.6453	64.53%
Thyroid receptor binding	+	0.6611	66.11%
Glucocorticoid receptor binding	+	0.7918	79.18%
Aromatase binding	+	0.7640	76.40%
PPAR gamma	+	0.8945	89.45%
Honey bee toxicity	-	0.8956	89.56%
Biodegradation	-	0.9000	90.00%
Crustacea aquatic toxicity	-	0.6300	63.00%
Fish aquatic toxicity	+	1.0000	100.00%

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	96.98%	91.11%
CHEMBL2581	P07339	Cathepsin D	96.48%	98.95%
CHEMBL1293249	Q13887	Kruppel-like factor 5	95.00%	86.33%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	93.70%	96.09%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	92.47%	96.00%
CHEMBL1255126	O15151	Protein Mdm4	91.76%	90.20%
CHEMBL3060	Q9Y345	Glycine transporter 2	91.47%	99.17%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	90.98%	95.50%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	89.99%	95.56%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	88.66%	96.95%
CHEMBL4657	Q6V1X1	Dipeptidyl peptidase VIII	83.55%	97.21%

Plants that contains it

• Rhynchosia suaveolens

Cross-Links

• PubChem: 139600025
• LOTUS: LTS0030825
• wikiData: Q105314357