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

Details

• Internal ID: e6729376-2789-4663-9a08-90777b1e854f
• 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),5,7,9(18),13,15-hexaene-7,15-diol
• SMILES (Canonical): C1=CC(=CC=C1C2C3C4=C5C(C(OC5=CC(=C4)O)C6=CC=C(C=C6)O)C7=C3C(=CC(=C7)O)O2)O
• SMILES (Isomeric): C1=CC(=CC=C1C2C3C4=C5C(C(OC5=CC(=C4)O)C6=CC=C(C=C6)O)C7=C3C(=CC(=C7)O)O2)O
• InChI: InChI=1S/C28H20O6/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/h1-12,25-32H
• InChI Key: IXCJZDPJWABGNK-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₈H₂₀O₆
• Molecular Weight: 452.50 g/mol
• Exact Mass: 452.12598835 g/mol
• Topological Polar Surface Area (TPSA): 99.40 Ų
• XlogP: 4.60
• Atomic LogP (AlogP): 5.35
• 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	+	0.9927	99.27%
Caco-2	-	0.7969	79.69%
Blood Brain Barrier	-	0.7000	70.00%
Human oral bioavailability	-	0.7429	74.29%
Subcellular localzation	Mitochondria	0.7302	73.02%
OATP2B1 inhibitior	+	0.5628	56.28%
OATP1B1 inhibitior	+	0.7465	74.65%
OATP1B3 inhibitior	+	0.9105	91.05%
MATE1 inhibitior	-	0.9000	90.00%
OCT2 inhibitior	-	0.9000	90.00%
BSEP inhibitior	+	0.6622	66.22%
P-glycoprotein inhibitior	+	0.6235	62.35%
P-glycoprotein substrate	-	0.9633	96.33%
CYP3A4 substrate	-	0.5905	59.05%
CYP2C9 substrate	-	0.7778	77.78%
CYP2D6 substrate	+	0.4927	49.27%
CYP3A4 inhibition	-	0.6358	63.58%
CYP2C9 inhibition	+	0.9497	94.97%
CYP2C19 inhibition	+	0.8042	80.42%
CYP2D6 inhibition	-	0.7239	72.39%
CYP1A2 inhibition	+	0.9277	92.77%
CYP2C8 inhibition	+	0.6168	61.68%
CYP inhibitory promiscuity	+	0.8617	86.17%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.8508	85.08%
Carcinogenicity (trinary)	Warning	0.3692	36.92%
Eye corrosion	-	0.9880	98.80%
Eye irritation	+	0.7281	72.81%
Skin irritation	+	0.5285	52.85%
Skin corrosion	-	0.9792	97.92%
Ames mutagenesis	-	0.5800	58.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.6501	65.01%
Micronuclear	+	0.8300	83.00%
Hepatotoxicity	-	0.7007	70.07%
skin sensitisation	-	0.8550	85.50%
Respiratory toxicity	-	0.5333	53.33%
Reproductive toxicity	+	0.5111	51.11%
Mitochondrial toxicity	+	0.5125	51.25%
Nephrotoxicity	+	0.4754	47.54%
Acute Oral Toxicity (c)	III	0.5647	56.47%
Estrogen receptor binding	+	0.6832	68.32%
Androgen receptor binding	+	0.8212	82.12%
Thyroid receptor binding	+	0.7085	70.85%
Glucocorticoid receptor binding	+	0.7325	73.25%
Aromatase binding	+	0.6743	67.43%
PPAR gamma	+	0.7952	79.52%
Honey bee toxicity	-	0.8858	88.58%
Biodegradation	-	0.8750	87.50%
Crustacea aquatic toxicity	+	0.5900	59.00%
Fish aquatic toxicity	+	0.9326	93.26%

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	97.34%	91.11%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	87.32%	99.15%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	86.32%	96.09%
CHEMBL242	Q92731	Estrogen receptor beta	85.08%	98.35%
CHEMBL1806	P11388	DNA topoisomerase II alpha	83.96%	89.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	81.53%	95.56%
CHEMBL2581	P07339	Cathepsin D	81.01%	98.95%

Plants that contains it

• Parthenocissus tricuspidata
• Vitis betulifolia

Cross-Links

• PubChem: 163006923
• LOTUS: LTS0256667
• wikiData: Q105122036