Dalbergichromene

Details

• Internal ID: e47156e3-ccde-4c81-816a-8c5897e0415e
• Taxonomy: Phenylpropanoids and polyketides > Neoflavonoids > Neoflavenes
• IUPAC Name: 7-methoxy-4-phenyl-2H-chromen-6-ol
• SMILES (Canonical): COC1=C(C=C2C(=CCOC2=C1)C3=CC=CC=C3)O
• SMILES (Isomeric): COC1=C(C=C2C(=CCOC2=C1)C3=CC=CC=C3)O
• InChI: InChI=1S/C16H14O3/c1-18-16-10-15-13(9-14(16)17)12(7-8-19-15)11-5-3-2-4-6-11/h2-7,9-10,17H,8H2,1H3
• InChI Key: WZIKSEWGSSYQHA-UHFFFAOYSA-N
• Popularity: 4 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₆H₁₄O₃
• Molecular Weight: 254.28 g/mol
• Exact Mass: 254.094294304 g/mol
• Topological Polar Surface Area (TPSA): 38.70 Ų
• XlogP: 3.00
• Atomic LogP (AlogP): 3.22
• H-Bond Acceptor: 3
• H-Bond Donor: 1
• Rotatable Bonds: 2

Synonyms

• 32066-31-2
• DTXSID50415701
• 7-methoxy-4-phenyl-2H-chromen-6-ol
• RefChem:130777
• DTXCID80366550
• 6-Hydroxy-7-methoxyneoflavene
• 7-Methoxy-4-phenyl-2H-1-benzopyran-6-ol
• CHEMBL3289674
• SCHEMBL29435879
• LMPK12100078
• Q5210257

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9942	99.42%
Caco-2	+	0.8761	87.61%
Blood Brain Barrier	-	0.5250	52.50%
Human oral bioavailability	+	0.5857	58.57%
Subcellular localzation	Mitochondria	0.7559	75.59%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9358	93.58%
OATP1B3 inhibitior	+	0.9855	98.55%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.8500	85.00%
BSEP inhibitior	+	0.7203	72.03%
P-glycoprotein inhibitior	-	0.7851	78.51%
P-glycoprotein substrate	-	0.8801	88.01%
CYP3A4 substrate	-	0.5203	52.03%
CYP2C9 substrate	-	0.8037	80.37%
CYP2D6 substrate	+	0.4028	40.28%
CYP3A4 inhibition	-	0.6014	60.14%
CYP2C9 inhibition	+	0.7207	72.07%
CYP2C19 inhibition	+	0.9423	94.23%
CYP2D6 inhibition	-	0.8477	84.77%
CYP1A2 inhibition	+	0.8791	87.91%
CYP2C8 inhibition	+	0.6259	62.59%
CYP inhibitory promiscuity	+	0.9333	93.33%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Non-required	0.5980	59.80%
Eye corrosion	-	0.9826	98.26%
Eye irritation	+	0.7393	73.93%
Skin irritation	-	0.6945	69.45%
Skin corrosion	-	0.9654	96.54%
Ames mutagenesis	-	0.6700	67.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.6029	60.29%
Micronuclear	+	0.7659	76.59%
Hepatotoxicity	-	0.6000	60.00%
skin sensitisation	-	0.8046	80.46%
Respiratory toxicity	-	0.5000	50.00%
Reproductive toxicity	+	0.8778	87.78%
Mitochondrial toxicity	-	0.6125	61.25%
Nephrotoxicity	-	0.5589	55.89%
Acute Oral Toxicity (c)	III	0.6766	67.66%
Estrogen receptor binding	+	0.8780	87.80%
Androgen receptor binding	+	0.7179	71.79%
Thyroid receptor binding	+	0.7591	75.91%
Glucocorticoid receptor binding	+	0.8550	85.50%
Aromatase binding	+	0.7881	78.81%
PPAR gamma	+	0.7110	71.10%
Honey bee toxicity	-	0.9046	90.46%
Biodegradation	-	0.8750	87.50%
Crustacea aquatic toxicity	+	0.6851	68.51%
Fish aquatic toxicity	+	0.9171	91.71%

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	98.56%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	94.13%	96.09%
CHEMBL1293249	Q13887	Kruppel-like factor 5	93.81%	86.33%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	93.59%	95.56%
CHEMBL2581	P07339	Cathepsin D	90.89%	98.95%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	86.61%	97.14%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	84.33%	95.50%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	83.50%	99.15%
CHEMBL3060	Q9Y345	Glycine transporter 2	83.35%	99.17%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	82.17%	94.00%
CHEMBL1806	P11388	DNA topoisomerase II alpha	82.08%	89.00%

Plants that contains it

• Dalbergia odorifera

Cross-Links

• PubChem: 5316291
• NPASS: NPC106215
• ChEMBL: CHEMBL3289674