[(2S,8S,9S)-5-hydroxy-2,8-bis(4-hydroxyphenyl)-3,4,8,9-tetrahydro-2H-furo[2,3-h]chromen-9-yl]-(2,4,6-trihydroxyphenyl)methanone

Details

• Internal ID: c07fa93f-d9bd-4953-a692-fb15de504068
• Taxonomy: Phenylpropanoids and polyketides > 2-arylbenzofuran flavonoids
• IUPAC Name: [(2S,8S,9S)-5-hydroxy-2,8-bis(4-hydroxyphenyl)-3,4,8,9-tetrahydro-2H-furo[2,3-h]chromen-9-yl]-(2,4,6-trihydroxyphenyl)methanone
• InChI: InChI=1S/C30H24O9/c31-16-5-1-14(2-6-16)23-10-9-19-20(34)13-24-26(30(19)38-23)27(29(39-24)15-3-7-17(32)8-4-15)28(37)25-21(35)11-18(33)12-22(25)36/h1-8,11-13,23,27,29,31-36H,9-10H2/t23-,27+,29+/m0/s1
• InChI Key: IDZWLTFLDHIOQC-TZIIFLTASA-N
• Popularity: 3 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₀H₂₄O₉
• Molecular Weight: 528.50 g/mol
• Exact Mass: 528.14203234 g/mol
• Topological Polar Surface Area (TPSA): 157.00 Ų
• XlogP: 4.80
• Atomic LogP (AlogP): 5.09
• H-Bond Acceptor: 9
• H-Bond Donor: 6
• Rotatable Bonds: 4

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9449	94.49%
Caco-2	-	0.8566	85.66%
Blood Brain Barrier	-	0.7500	75.00%
Human oral bioavailability	-	0.7571	75.71%
Subcellular localzation	Mitochondria	0.8817	88.17%
OATP2B1 inhibitior	-	0.5713	57.13%
OATP1B1 inhibitior	+	0.8016	80.16%
OATP1B3 inhibitior	+	0.8620	86.20%
MATE1 inhibitior	-	0.8800	88.00%
OCT2 inhibitior	-	0.8108	81.08%
BSEP inhibitior	+	0.6886	68.86%
P-glycoprotein inhibitior	+	0.7485	74.85%
P-glycoprotein substrate	-	0.8034	80.34%
CYP3A4 substrate	+	0.6234	62.34%
CYP2C9 substrate	-	0.8046	80.46%
CYP2D6 substrate	-	0.7445	74.45%
CYP3A4 inhibition	+	0.5988	59.88%
CYP2C9 inhibition	+	0.8108	81.08%
CYP2C19 inhibition	+	0.7535	75.35%
CYP2D6 inhibition	-	0.7669	76.69%
CYP1A2 inhibition	+	0.7826	78.26%
CYP2C8 inhibition	+	0.7722	77.22%
CYP inhibitory promiscuity	+	0.5213	52.13%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9800	98.00%
Carcinogenicity (trinary)	Non-required	0.4914	49.14%
Eye corrosion	-	0.9910	99.10%
Eye irritation	-	0.7380	73.80%
Skin irritation	-	0.6552	65.52%
Skin corrosion	-	0.9402	94.02%
Ames mutagenesis	+	0.5046	50.46%
Human Ether-a-go-go-Related Gene inhibition	+	0.8546	85.46%
Micronuclear	+	0.6259	62.59%
Hepatotoxicity	-	0.7375	73.75%
skin sensitisation	-	0.8240	82.40%
Respiratory toxicity	+	0.6444	64.44%
Reproductive toxicity	+	0.8778	87.78%
Mitochondrial toxicity	+	0.7750	77.50%
Nephrotoxicity	+	0.6064	60.64%
Acute Oral Toxicity (c)	I	0.3902	39.02%
Estrogen receptor binding	+	0.7869	78.69%
Androgen receptor binding	+	0.8116	81.16%
Thyroid receptor binding	+	0.6098	60.98%
Glucocorticoid receptor binding	+	0.7323	73.23%
Aromatase binding	-	0.5368	53.68%
PPAR gamma	+	0.7010	70.10%
Honey bee toxicity	-	0.8732	87.32%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	+	0.6200	62.00%
Fish aquatic toxicity	+	0.8004	80.04%

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	99.30%	91.11%
CHEMBL3137262	O60341	LSD1/CoREST complex	92.98%	97.09%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	92.63%	96.09%
CHEMBL1806	P11388	DNA topoisomerase II alpha	90.59%	89.00%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	88.59%	94.45%
CHEMBL2581	P07339	Cathepsin D	88.08%	98.95%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	85.56%	95.56%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	85.03%	99.23%
CHEMBL3194	P02766	Transthyretin	83.98%	90.71%
CHEMBL241	Q14432	Phosphodiesterase 3A	83.03%	92.94%
CHEMBL3359	P21462	Formyl peptide receptor 1	83.01%	93.56%
CHEMBL217	P14416	Dopamine D2 receptor	81.92%	95.62%
CHEMBL5852	Q96P65	Pyroglutamylated RFamide peptide receptor	81.40%	85.00%
CHEMBL5697	Q9GZT9	Egl nine homolog 1	81.30%	93.40%

Plants that contains it

• Daphne odora

Cross-Links

• PubChem: 162979214
• LOTUS: LTS0027530
• wikiData: Q105111650