3,11-Bis(4-hydroxyphenyl)-4,12-dioxapentacyclo[8.6.1.12,5.013,17.09,18]octadeca-1(17),2,5,7,9(18),10,13,15-octaene-7,15-diol

Details

• Internal ID: 74c532d8-3cd9-42d2-b10a-1d408c926d82
• Taxonomy: Phenylpropanoids and polyketides > 2-arylbenzofuran flavonoids
• IUPAC Name: 3,11-bis(4-hydroxyphenyl)-4,12-dioxapentacyclo[8.6.1.12,5.013,17.09,18]octadeca-1(17),2,5,7,9(18),10,13,15-octaene-7,15-diol
• InChI: InChI=1S/C28H16O6/c29-15-5-1-13(2-6-15)27-25-19-9-17(31)12-22-24(19)26(20-10-18(32)11-21(33-27)23(20)25)28(34-22)14-3-7-16(30)8-4-14/h1-12,29-32H
• InChI Key: HEKQJCDXSSPYAW-UHFFFAOYSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₈H₁₆O₆
• Molecular Weight: 448.40 g/mol
• Exact Mass: 448.09468823 g/mol
• Topological Polar Surface Area (TPSA): 107.00 Ų
• XlogP: 6.00
• Atomic LogP (AlogP): 7.08
• H-Bond Acceptor: 6
• 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	+	0.9915	99.15%
Caco-2	-	0.8102	81.02%
Blood Brain Barrier	-	0.7000	70.00%
Human oral bioavailability	-	0.6429	64.29%
Subcellular localzation	Mitochondria	0.6267	62.67%
OATP2B1 inhibitior	+	0.5727	57.27%
OATP1B1 inhibitior	+	0.8514	85.14%
OATP1B3 inhibitior	+	0.9421	94.21%
MATE1 inhibitior	-	0.8600	86.00%
OCT2 inhibitior	-	0.9000	90.00%
BSEP inhibitior	+	0.6678	66.78%
P-glycoprotein inhibitior	-	0.6201	62.01%
P-glycoprotein substrate	-	0.8602	86.02%
CYP3A4 substrate	-	0.5845	58.45%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	+	0.3539	35.39%
CYP3A4 inhibition	+	0.5945	59.45%
CYP2C9 inhibition	+	0.8770	87.70%
CYP2C19 inhibition	+	0.6592	65.92%
CYP2D6 inhibition	-	0.7512	75.12%
CYP1A2 inhibition	+	0.8770	87.70%
CYP2C8 inhibition	+	0.9150	91.50%
CYP inhibitory promiscuity	+	0.8197	81.97%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.8608	86.08%
Carcinogenicity (trinary)	Warning	0.4036	40.36%
Eye corrosion	-	0.9853	98.53%
Eye irritation	+	0.8231	82.31%
Skin irritation	+	0.5156	51.56%
Skin corrosion	-	0.9803	98.03%
Ames mutagenesis	+	0.6200	62.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4719	47.19%
Micronuclear	+	0.7459	74.59%
Hepatotoxicity	+	0.6125	61.25%
skin sensitisation	-	0.8762	87.62%
Respiratory toxicity	-	0.6556	65.56%
Reproductive toxicity	-	0.5222	52.22%
Mitochondrial toxicity	+	0.5375	53.75%
Nephrotoxicity	-	0.7863	78.63%
Acute Oral Toxicity (c)	III	0.7188	71.88%
Estrogen receptor binding	+	0.9121	91.21%
Androgen receptor binding	+	0.9455	94.55%
Thyroid receptor binding	+	0.6798	67.98%
Glucocorticoid receptor binding	+	0.8770	87.70%
Aromatase binding	+	0.7962	79.62%
PPAR gamma	+	0.9213	92.13%
Honey bee toxicity	-	0.8871	88.71%
Biodegradation	-	0.9000	90.00%
Crustacea aquatic toxicity	+	0.5500	55.00%
Fish aquatic toxicity	+	0.9086	90.86%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL242	Q92731	Estrogen receptor beta	99.09%	98.35%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	97.07%	91.11%
CHEMBL1806	P11388	DNA topoisomerase II alpha	91.08%	89.00%
CHEMBL1951	P21397	Monoamine oxidase A	90.23%	91.49%
CHEMBL2581	P07339	Cathepsin D	87.05%	98.95%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	86.95%	94.00%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	85.79%	94.45%
CHEMBL3194	P02766	Transthyretin	85.50%	90.71%
CHEMBL3401	O75469	Pregnane X receptor	84.73%	94.73%
CHEMBL1293249	Q13887	Kruppel-like factor 5	82.73%	86.33%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	82.70%	99.15%
CHEMBL5339	Q5NUL3	G-protein coupled receptor 120	81.02%	95.78%
CHEMBL2107	P61073	C-X-C chemokine receptor type 4	80.88%	93.10%
CHEMBL3830	Q2M2I8	Adaptor-associated kinase	80.52%	83.10%

Plants that contains it

• Hopea hainanensis

Cross-Links

• PubChem: 44207636
• LOTUS: LTS0177734
• wikiData: Q105026874