3,3'-Methylenebis(4,6-dihydroxycoumarin)

Details

• Internal ID: 97e13c4f-70e9-4db7-91fc-f041f9e5a2c2
• Taxonomy: Phenylpropanoids and polyketides > Coumarins and derivatives > Hydroxycoumarins > 4-hydroxycoumarins
• IUPAC Name: 3-[(4,6-dihydroxy-2-oxochromen-3-yl)methyl]-4,6-dihydroxychromen-2-one
• SMILES (Canonical): C1=CC2=C(C=C1O)C(=C(C(=O)O2)CC3=C(C4=C(C=CC(=C4)O)OC3=O)O)O
• SMILES (Isomeric): C1=CC2=C(C=C1O)C(=C(C(=O)O2)CC3=C(C4=C(C=CC(=C4)O)OC3=O)O)O
• InChI: InChI=1S/C19H12O8/c20-8-1-3-14-10(5-8)16(22)12(18(24)26-14)7-13-17(23)11-6-9(21)2-4-15(11)27-19(13)25/h1-6,20-23H,7H2
• InChI Key: ICPVYNIQTIUBID-UHFFFAOYSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₁₉H₁₂O₈
• Molecular Weight: 368.30 g/mol
• Exact Mass: 368.05321734 g/mol
• Topological Polar Surface Area (TPSA): 134.00 Ų
• XlogP: 1.90
• Atomic LogP (AlogP): 2.31
• H-Bond Acceptor: 8
• H-Bond Donor: 4
• Rotatable Bonds: 2

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9125	91.25%
Caco-2	-	0.6713	67.13%
Blood Brain Barrier	-	0.9250	92.50%
Human oral bioavailability	+	0.5857	58.57%
Subcellular localzation	Mitochondria	0.8402	84.02%
OATP2B1 inhibitior	+	0.5752	57.52%
OATP1B1 inhibitior	-	0.6475	64.75%
OATP1B3 inhibitior	+	0.9019	90.19%
MATE1 inhibitior	-	0.6800	68.00%
OCT2 inhibitior	-	0.8500	85.00%
BSEP inhibitior	-	0.6206	62.06%
P-glycoprotein inhibitior	-	0.8871	88.71%
P-glycoprotein substrate	-	0.9186	91.86%
CYP3A4 substrate	-	0.6092	60.92%
CYP2C9 substrate	+	1.0000	100.00%
CYP2D6 substrate	-	0.8559	85.59%
CYP3A4 inhibition	-	0.9098	90.98%
CYP2C9 inhibition	+	0.8948	89.48%
CYP2C19 inhibition	-	0.6071	60.71%
CYP2D6 inhibition	-	0.9681	96.81%
CYP1A2 inhibition	-	0.7905	79.05%
CYP2C8 inhibition	-	0.7002	70.02%
CYP inhibitory promiscuity	-	0.9165	91.65%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9613	96.13%
Carcinogenicity (trinary)	Non-required	0.6978	69.78%
Eye corrosion	-	0.9886	98.86%
Eye irritation	+	0.5726	57.26%
Skin irritation	-	0.5418	54.18%
Skin corrosion	-	0.9774	97.74%
Ames mutagenesis	-	0.6800	68.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.6087	60.87%
Micronuclear	+	0.8400	84.00%
Hepatotoxicity	+	0.7125	71.25%
skin sensitisation	-	0.8575	85.75%
Respiratory toxicity	+	0.6444	64.44%
Reproductive toxicity	+	0.6667	66.67%
Mitochondrial toxicity	+	0.8250	82.50%
Nephrotoxicity	-	0.8798	87.98%
Acute Oral Toxicity (c)	II	0.7149	71.49%
Estrogen receptor binding	+	0.9119	91.19%
Androgen receptor binding	+	0.8580	85.80%
Thyroid receptor binding	-	0.5250	52.50%
Glucocorticoid receptor binding	+	0.8247	82.47%
Aromatase binding	+	0.6237	62.37%
PPAR gamma	+	0.8585	85.85%
Honey bee toxicity	-	0.8710	87.10%
Biodegradation	-	0.9250	92.50%
Crustacea aquatic toxicity	-	0.6200	62.00%
Fish aquatic toxicity	+	0.9613	96.13%

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	98.77%	91.11%
CHEMBL1293255	P15428	15-hydroxyprostaglandin dehydrogenase [NAD+]	94.61%	83.57%
CHEMBL2581	P07339	Cathepsin D	92.33%	98.95%
CHEMBL3401	O75469	Pregnane X receptor	90.67%	94.73%
CHEMBL1806	P11388	DNA topoisomerase II alpha	89.51%	89.00%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	87.33%	94.45%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	86.80%	95.56%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	86.38%	94.00%
CHEMBL1951	P21397	Monoamine oxidase A	85.81%	91.49%
CHEMBL1293249	Q13887	Kruppel-like factor 5	82.88%	86.33%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	80.89%	99.15%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	80.59%	99.23%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	80.54%	90.71%

Plants that contains it

• Guazuma ulmifolia

Cross-Links

• PubChem: 129881889
• LOTUS: LTS0256175
• wikiData: Q105111110