(2R)-2-(7-hydroxy-4-oxochromen-3-yl)-3,3-bis(4-hydroxyphenyl)propanoic acid

Details

• Internal ID: 0e4fa5f5-23df-48d6-8d3b-de1fe2e475bb
• Taxonomy: Benzenoids > Benzene and substituted derivatives > Diphenylmethanes
• IUPAC Name: (2R)-2-(7-hydroxy-4-oxochromen-3-yl)-3,3-bis(4-hydroxyphenyl)propanoic acid
• SMILES (Canonical): C1=CC(=CC=C1C(C2=CC=C(C=C2)O)C(C3=COC4=C(C3=O)C=CC(=C4)O)C(=O)O)O
• SMILES (Isomeric): C1=CC(=CC=C1C(C2=CC=C(C=C2)O)[C@H](C3=COC4=C(C3=O)C=CC(=C4)O)C(=O)O)O
• InChI: InChI=1S/C24H18O7/c25-15-5-1-13(2-6-15)21(14-3-7-16(26)8-4-14)22(24(29)30)19-12-31-20-11-17(27)9-10-18(20)23(19)28/h1-12,21-22,25-27H,(H,29,30)/t22-/m0/s1
• InChI Key: MPBYOMBHFPPOCP-QFIPXVFZSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₄H₁₈O₇
• Molecular Weight: 418.40 g/mol
• Exact Mass: 418.10525291 g/mol
• Topological Polar Surface Area (TPSA): 124.00 Ų
• XlogP: 3.40
• Atomic LogP (AlogP): 3.91
• H-Bond Acceptor: 6
• H-Bond Donor: 4
• Rotatable Bonds: 5

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9444	94.44%
Caco-2	-	0.9044	90.44%
Blood Brain Barrier	-	0.9250	92.50%
Human oral bioavailability	-	0.5143	51.43%
Subcellular localzation	Mitochondria	0.7731	77.31%
OATP2B1 inhibitior	-	0.5674	56.74%
OATP1B1 inhibitior	+	0.8630	86.30%
OATP1B3 inhibitior	+	0.9509	95.09%
MATE1 inhibitior	-	0.9000	90.00%
OCT2 inhibitior	-	0.9500	95.00%
BSEP inhibitior	+	0.6974	69.74%
P-glycoprotein inhibitior	-	0.7350	73.50%
P-glycoprotein substrate	-	0.8144	81.44%
CYP3A4 substrate	-	0.5424	54.24%
CYP2C9 substrate	-	0.8000	80.00%
CYP2D6 substrate	-	0.8821	88.21%
CYP3A4 inhibition	-	0.9131	91.31%
CYP2C9 inhibition	+	0.7739	77.39%
CYP2C19 inhibition	-	0.8836	88.36%
CYP2D6 inhibition	-	0.9565	95.65%
CYP1A2 inhibition	-	0.7825	78.25%
CYP2C8 inhibition	-	0.6568	65.68%
CYP inhibitory promiscuity	-	0.8920	89.20%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.9713	97.13%
Carcinogenicity (trinary)	Non-required	0.6617	66.17%
Eye corrosion	-	0.9891	98.91%
Eye irritation	+	0.5314	53.14%
Skin irritation	+	0.6205	62.05%
Skin corrosion	-	0.9808	98.08%
Ames mutagenesis	-	0.6970	69.70%
Human Ether-a-go-go-Related Gene inhibition	-	0.7406	74.06%
Micronuclear	+	0.9700	97.00%
Hepatotoxicity	-	0.5218	52.18%
skin sensitisation	-	0.8888	88.88%
Respiratory toxicity	+	0.6778	67.78%
Reproductive toxicity	+	0.6778	67.78%
Mitochondrial toxicity	+	0.6875	68.75%
Nephrotoxicity	-	0.8480	84.80%
Acute Oral Toxicity (c)	II	0.6434	64.34%
Estrogen receptor binding	+	0.6493	64.93%
Androgen receptor binding	+	0.9159	91.59%
Thyroid receptor binding	-	0.5572	55.72%
Glucocorticoid receptor binding	+	0.7507	75.07%
Aromatase binding	-	0.5408	54.08%
PPAR gamma	+	0.8327	83.27%
Honey bee toxicity	-	0.8299	82.99%
Biodegradation	-	0.9750	97.50%
Crustacea aquatic toxicity	-	0.7600	76.00%
Fish aquatic toxicity	+	0.9673	96.73%

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	99.00%	91.11%
CHEMBL2581	P07339	Cathepsin D	93.71%	98.95%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	93.14%	94.45%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	92.42%	95.56%
CHEMBL1806	P11388	DNA topoisomerase II alpha	91.80%	89.00%
CHEMBL3060	Q9Y345	Glycine transporter 2	86.07%	99.17%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	85.97%	99.15%
CHEMBL3194	P02766	Transthyretin	81.49%	90.71%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	81.05%	90.71%

Plants that contains it

• Lophira alata

Cross-Links

• PubChem: 101607250
• LOTUS: LTS0113557
• wikiData: Q105169323