(E)-1-[(2S,3R)-3-(2,4-dihydroxybenzoyl)-4,6-dihydroxy-2-(4-hydroxyphenyl)-2,3-dihydro-1-benzofuran-7-yl]-3-(4-hydroxyphenyl)prop-2-en-1-one

Details

• Internal ID: fdb67f7c-efaf-474a-9c9a-9ecd11e33f3f
• Taxonomy: Phenylpropanoids and polyketides > 2-arylbenzofuran flavonoids
• IUPAC Name: (E)-1-[(2S,3R)-3-(2,4-dihydroxybenzoyl)-4,6-dihydroxy-2-(4-hydroxyphenyl)-2,3-dihydro-1-benzofuran-7-yl]-3-(4-hydroxyphenyl)prop-2-en-1-one
• InChI: InChI=1S/C30H22O9/c31-17-6-1-15(2-7-17)3-12-21(34)25-23(36)14-24(37)26-27(28(38)20-11-10-19(33)13-22(20)35)29(39-30(25)26)16-4-8-18(32)9-5-16/h1-14,27,29,31-33,35-37H/b12-3+/t27-,29+/m0/s1
• InChI Key: UEDUNIPZSMPCMG-DBMVRXOMSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₀H₂₂O₉
• Molecular Weight: 526.50 g/mol
• Exact Mass: 526.12638228 g/mol
• Topological Polar Surface Area (TPSA): 165.00 Ų
• XlogP: 5.20
• Atomic LogP (AlogP): 4.92
• H-Bond Acceptor: 9
• H-Bond Donor: 6
• Rotatable Bonds: 6

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9890	98.90%
Caco-2	-	0.8905	89.05%
Blood Brain Barrier	-	0.7000	70.00%
Human oral bioavailability	-	0.7143	71.43%
Subcellular localzation	Mitochondria	0.6763	67.63%
OATP2B1 inhibitior	-	0.5593	55.93%
OATP1B1 inhibitior	+	0.8716	87.16%
OATP1B3 inhibitior	-	0.2248	22.48%
MATE1 inhibitior	-	0.9000	90.00%
OCT2 inhibitior	-	0.9750	97.50%
BSEP inhibitior	+	0.5911	59.11%
P-glycoprotein inhibitior	+	0.5905	59.05%
P-glycoprotein substrate	-	0.6976	69.76%
CYP3A4 substrate	+	0.5687	56.87%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8351	83.51%
CYP3A4 inhibition	-	0.5518	55.18%
CYP2C9 inhibition	+	0.8893	88.93%
CYP2C19 inhibition	+	0.6114	61.14%
CYP2D6 inhibition	-	0.9172	91.72%
CYP1A2 inhibition	+	0.8311	83.11%
CYP2C8 inhibition	+	0.8004	80.04%
CYP inhibitory promiscuity	+	0.8758	87.58%
UGT catelyzed	+	0.9000	90.00%
Carcinogenicity (binary)	-	0.9543	95.43%
Carcinogenicity (trinary)	Non-required	0.4411	44.11%
Eye corrosion	-	0.9913	99.13%
Eye irritation	-	0.6236	62.36%
Skin irritation	+	0.5216	52.16%
Skin corrosion	-	0.9406	94.06%
Ames mutagenesis	+	0.5800	58.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7273	72.73%
Micronuclear	+	0.9300	93.00%
Hepatotoxicity	-	0.6967	69.67%
skin sensitisation	-	0.7725	77.25%
Respiratory toxicity	-	0.5667	56.67%
Reproductive toxicity	+	0.5222	52.22%
Mitochondrial toxicity	+	0.5500	55.00%
Nephrotoxicity	-	0.6136	61.36%
Acute Oral Toxicity (c)	II	0.4411	44.11%
Estrogen receptor binding	+	0.7211	72.11%
Androgen receptor binding	+	0.8611	86.11%
Thyroid receptor binding	+	0.5978	59.78%
Glucocorticoid receptor binding	+	0.6964	69.64%
Aromatase binding	-	0.7305	73.05%
PPAR gamma	+	0.7270	72.70%
Honey bee toxicity	-	0.7870	78.70%
Biodegradation	-	0.9500	95.00%
Crustacea aquatic toxicity	-	0.5300	53.00%
Fish aquatic toxicity	+	0.9918	99.18%

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	99.08%	91.11%
CHEMBL3194	P02766	Transthyretin	93.09%	90.71%
CHEMBL1806	P11388	DNA topoisomerase II alpha	92.00%	89.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	91.58%	95.56%
CHEMBL3401	O75469	Pregnane X receptor	90.33%	94.73%
CHEMBL3137262	O60341	LSD1/CoREST complex	89.79%	97.09%
CHEMBL236	P41143	Delta opioid receptor	87.80%	99.35%
CHEMBL1293249	Q13887	Kruppel-like factor 5	87.62%	86.33%
CHEMBL206	P03372	Estrogen receptor alpha	86.79%	97.64%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	83.58%	96.09%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	82.32%	95.50%
CHEMBL3192	Q9BY41	Histone deacetylase 8	80.69%	93.99%

Plants that contains it

• Cordia goetzei

Cross-Links

• PubChem: 13940757
• LOTUS: LTS0035997
• wikiData: Q105270821