(2S)-6-[6-[(Z)-(4,6-dihydroxy-3-oxo-1-benzofuran-2-ylidene)methyl]-2,3-dihydroxyphenyl]-2-(3,4-dihydroxyphenyl)-5,7-dihydroxy-2,3-dihydrochromen-4-one

Details

• Internal ID: b25f0b0a-d8bc-45c7-b725-791d24b04b3d
• Taxonomy: Phenylpropanoids and polyketides > Flavonoids > Flavans > Flavanones
• IUPAC Name: (2S)-6-[6-[(Z)-(4,6-dihydroxy-3-oxo-1-benzofuran-2-ylidene)methyl]-2,3-dihydroxyphenyl]-2-(3,4-dihydroxyphenyl)-5,7-dihydroxy-2,3-dihydrochromen-4-one
• SMILES (Canonical): C1C(OC2=C(C1=O)C(=C(C(=C2)O)C3=C(C=CC(=C3O)O)C=C4C(=O)C5=C(C=C(C=C5O4)O)O)O)C6=CC(=C(C=C6)O)O
• SMILES (Isomeric): C1[C@H](OC2=C(C1=O)C(=C(C(=C2)O)C3=C(C=CC(=C3O)O)/C=C\4/C(=O)C5=C(C=C(C=C5O4)O)O)O)C6=CC(=C(C=C6)O)O
• InChI: InChI=1S/C30H20O12/c31-13-7-17(35)25-21(8-13)42-23(29(25)39)6-12-2-4-15(33)28(38)24(12)27-19(37)10-22-26(30(27)40)18(36)9-20(41-22)11-1-3-14(32)16(34)5-11/h1-8,10,20,31-35,37-38,40H,9H2/b23-6-/t20-/m0/s1
• InChI Key: ROPKUJVRNWFGNQ-YYGHINSMSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₀H₂₀O₁₂
• Molecular Weight: 572.50 g/mol
• Exact Mass: 572.09547607 g/mol
• Topological Polar Surface Area (TPSA): 214.00 Ų
• XlogP: 4.50
• Atomic LogP (AlogP): 4.32
• H-Bond Acceptor: 12
• H-Bond Donor: 8
• Rotatable Bonds: 3

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9057	90.57%
Caco-2	-	0.9178	91.78%
Blood Brain Barrier	-	0.6750	67.50%
Human oral bioavailability	-	0.7429	74.29%
Subcellular localzation	Mitochondria	0.6837	68.37%
OATP2B1 inhibitior	+	0.5751	57.51%
OATP1B1 inhibitior	+	0.9247	92.47%
OATP1B3 inhibitior	+	0.9886	98.86%
MATE1 inhibitior	-	0.8800	88.00%
OCT2 inhibitior	-	0.9000	90.00%
BSEP inhibitior	+	0.6481	64.81%
P-glycoprotein inhibitior	+	0.7202	72.02%
P-glycoprotein substrate	-	0.7964	79.64%
CYP3A4 substrate	+	0.5968	59.68%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.7993	79.93%
CYP3A4 inhibition	+	0.5854	58.54%
CYP2C9 inhibition	+	0.7444	74.44%
CYP2C19 inhibition	-	0.5881	58.81%
CYP2D6 inhibition	-	0.8252	82.52%
CYP1A2 inhibition	+	0.5900	59.00%
CYP2C8 inhibition	+	0.6480	64.80%
CYP inhibitory promiscuity	+	0.5998	59.98%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.4731	47.31%
Eye corrosion	-	0.9910	99.10%
Eye irritation	-	0.7969	79.69%
Skin irritation	-	0.6517	65.17%
Skin corrosion	-	0.9183	91.83%
Ames mutagenesis	-	0.5600	56.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.6475	64.75%
Micronuclear	+	0.8359	83.59%
Hepatotoxicity	-	0.7500	75.00%
skin sensitisation	-	0.7488	74.88%
Respiratory toxicity	+	0.6556	65.56%
Reproductive toxicity	+	0.8000	80.00%
Mitochondrial toxicity	+	0.7375	73.75%
Nephrotoxicity	-	0.5798	57.98%
Acute Oral Toxicity (c)	II	0.3691	36.91%
Estrogen receptor binding	+	0.7536	75.36%
Androgen receptor binding	+	0.8244	82.44%
Thyroid receptor binding	+	0.5560	55.60%
Glucocorticoid receptor binding	+	0.7061	70.61%
Aromatase binding	-	0.5700	57.00%
PPAR gamma	+	0.6857	68.57%
Honey bee toxicity	-	0.6917	69.17%
Biodegradation	-	0.8500	85.00%
Crustacea aquatic toxicity	-	0.5300	53.00%
Fish aquatic toxicity	+	0.9650	96.50%

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	99.71%	91.11%
CHEMBL1951	P21397	Monoamine oxidase A	99.08%	91.49%
CHEMBL1806	P11388	DNA topoisomerase II alpha	96.79%	89.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	94.85%	95.56%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	94.49%	99.23%
CHEMBL5697	Q9GZT9	Egl nine homolog 1	94.13%	93.40%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	93.43%	94.45%
CHEMBL3194	P02766	Transthyretin	91.96%	90.71%
CHEMBL2581	P07339	Cathepsin D	90.77%	98.95%
CHEMBL3137262	O60341	LSD1/CoREST complex	90.55%	97.09%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	90.00%	99.15%
CHEMBL2553	Q15418	Ribosomal protein S6 kinase alpha 1	87.22%	85.11%
CHEMBL2073	P07947	Tyrosine-protein kinase YES	86.97%	83.14%
CHEMBL3401	O75469	Pregnane X receptor	85.18%	94.73%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	84.96%	90.71%
CHEMBL1929	P47989	Xanthine dehydrogenase	84.85%	96.12%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	83.62%	94.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	82.77%	86.33%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	82.40%	96.09%
CHEMBL1994	P08235	Mineralocorticoid receptor	82.13%	100.00%
CHEMBL3351	Q13085	Acetyl-CoA carboxylase 1	81.90%	93.04%
CHEMBL5608	Q16288	NT-3 growth factor receptor	81.86%	95.89%
CHEMBL3830	Q2M2I8	Adaptor-associated kinase	80.85%	83.10%

Plants that contains it

• Pilotrichella flexilis

Cross-Links

• PubChem: 163105846
• LOTUS: LTS0116142
• wikiData: Q105242389