7,3',4'-Trihydroxy-3-benzyl-2H-chromene

Details

• Internal ID: d66a0404-2f10-4944-af2e-e8f051db2795
• Taxonomy: Phenylpropanoids and polyketides > Homoisoflavonoids > Homoisoflavans
• IUPAC Name: 4-[(7-hydroxy-2H-chromen-3-yl)methyl]benzene-1,2-diol
• SMILES (Canonical): C1C(=CC2=C(O1)C=C(C=C2)O)CC3=CC(=C(C=C3)O)O
• SMILES (Isomeric): C1C(=CC2=C(O1)C=C(C=C2)O)CC3=CC(=C(C=C3)O)O
• InChI: InChI=1S/C16H14O4/c17-13-3-2-12-6-11(9-20-16(12)8-13)5-10-1-4-14(18)15(19)7-10/h1-4,6-8,17-19H,5,9H2
• InChI Key: HPLBTDJMPUFEPF-UHFFFAOYSA-N
• Popularity: 4 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₆H₁₄O₄
• Molecular Weight: 270.28 g/mol
• Exact Mass: 270.08920892 g/mol
• Topological Polar Surface Area (TPSA): 69.90 Ų
• XlogP: 2.70
• Atomic LogP (AlogP): 2.82
• H-Bond Acceptor: 4
• H-Bond Donor: 3
• Rotatable Bonds: 2

Synonyms

• 1111897-60-9
• 4-[(7-HYDROXY-2H-CHROMEN-3-YL)METHYL]BENZENE-1,2-DIOL
• 4-[(7-Hydroxy-2H-1-benzopyran-3-yl)methyl]-1,2-benzenediol
• DTXSID80745402
• HPLBTDJMPUFEPF-UHFFFAOYSA-N
• HY-N2735
• AKOS015999036
• CS-0023235
• 4-[(7-Hydroxy-2H-1-benzopyran-3-yl)methyl]benzene-1,2-diol

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.8769	87.69%
Caco-2	+	0.8039	80.39%
Blood Brain Barrier	-	0.5822	58.22%
Human oral bioavailability	-	0.5857	58.57%
Subcellular localzation	Mitochondria	0.6145	61.45%
OATP2B1 inhibitior	-	0.5665	56.65%
OATP1B1 inhibitior	+	0.9323	93.23%
OATP1B3 inhibitior	+	0.9829	98.29%
MATE1 inhibitior	-	0.8800	88.00%
OCT2 inhibitior	-	0.8750	87.50%
BSEP inhibitior	-	0.5208	52.08%
P-glycoprotein inhibitior	-	0.8488	84.88%
P-glycoprotein substrate	-	0.8419	84.19%
CYP3A4 substrate	-	0.5450	54.50%
CYP2C9 substrate	-	0.7939	79.39%
CYP2D6 substrate	+	0.4409	44.09%
CYP3A4 inhibition	-	0.7096	70.96%
CYP2C9 inhibition	+	0.8556	85.56%
CYP2C19 inhibition	+	0.6913	69.13%
CYP2D6 inhibition	-	0.5938	59.38%
CYP1A2 inhibition	+	0.8524	85.24%
CYP2C8 inhibition	+	0.5606	56.06%
CYP inhibitory promiscuity	+	0.8341	83.41%
UGT catelyzed	+	0.9000	90.00%
Carcinogenicity (binary)	-	0.9800	98.00%
Carcinogenicity (trinary)	Non-required	0.6089	60.89%
Eye corrosion	-	0.9897	98.97%
Eye irritation	+	0.9815	98.15%
Skin irritation	-	0.6803	68.03%
Skin corrosion	-	0.9424	94.24%
Ames mutagenesis	+	0.6400	64.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4184	41.84%
Micronuclear	+	0.6859	68.59%
Hepatotoxicity	-	0.5178	51.78%
skin sensitisation	-	0.6812	68.12%
Respiratory toxicity	+	0.5778	57.78%
Reproductive toxicity	+	0.7556	75.56%
Mitochondrial toxicity	+	0.6125	61.25%
Nephrotoxicity	-	0.7421	74.21%
Acute Oral Toxicity (c)	III	0.3291	32.91%
Estrogen receptor binding	+	0.9168	91.68%
Androgen receptor binding	+	0.7997	79.97%
Thyroid receptor binding	+	0.7278	72.78%
Glucocorticoid receptor binding	+	0.7844	78.44%
Aromatase binding	+	0.9096	90.96%
PPAR gamma	+	0.7795	77.95%
Honey bee toxicity	-	0.7940	79.40%
Biodegradation	-	0.8750	87.50%
Crustacea aquatic toxicity	+	0.5100	51.00%
Fish aquatic toxicity	+	0.9620	96.20%

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	99.07%	91.11%
CHEMBL2581	P07339	Cathepsin D	90.98%	98.95%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	89.14%	94.45%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	86.38%	96.09%
CHEMBL4208	P20618	Proteasome component C5	86.27%	90.00%
CHEMBL3060	Q9Y345	Glycine transporter 2	83.33%	99.17%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	82.65%	99.15%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	82.25%	95.56%
CHEMBL1293249	Q13887	Kruppel-like factor 5	81.09%	86.33%
CHEMBL2563	Q9UQL6	Histone deacetylase 5	80.86%	89.67%

Plants that contains it

• Biancaea sappan

Cross-Links

• PubChem: 71307370
• NPASS: NPC104257