8,16-Bis(4-hydroxyphenyl)-15-oxatetracyclo[8.6.1.02,7.014,17]heptadeca-2(7),3,5,10(17),11,13-hexaene-4,6,9,13-tetrol

Details

• Internal ID: ade11b02-1e87-4116-b106-6939141a9d80
• Taxonomy: Phenylpropanoids and polyketides > 2-arylbenzofuran flavonoids
• IUPAC Name: 8,16-bis(4-hydroxyphenyl)-15-oxatetracyclo[8.6.1.02,7.014,17]heptadeca-2(7),3,5,10(17),11,13-hexaene-4,6,9,13-tetrol
• SMILES (Canonical): C1=CC(=CC=C1C2C(C3=C4C(C(OC4=C(C=C3)O)C5=CC=C(C=C5)O)C6=C2C(=CC(=C6)O)O)O)O
• SMILES (Isomeric): C1=CC(=CC=C1C2C(C3=C4C(C(OC4=C(C=C3)O)C5=CC=C(C=C5)O)C6=C2C(=CC(=C6)O)O)O)O
• InChI: InChI=1S/C28H22O7/c29-15-5-1-13(2-6-15)22-23-19(11-17(31)12-21(23)33)25-24-18(26(22)34)9-10-20(32)28(24)35-27(25)14-3-7-16(30)8-4-14/h1-12,22,25-27,29-34H
• InChI Key: JCGHGXDDMUTYTL-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₈H₂₂O₇
• Molecular Weight: 470.50 g/mol
• Exact Mass: 470.13655304 g/mol
• Topological Polar Surface Area (TPSA): 131.00 Ų
• XlogP: 3.80
• Atomic LogP (AlogP): 4.66
• H-Bond Acceptor: 7
• H-Bond Donor: 6
• Rotatable Bonds: 2

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9753	97.53%
Caco-2	-	0.8731	87.31%
Blood Brain Barrier	-	0.5750	57.50%
Human oral bioavailability	-	0.8571	85.71%
Subcellular localzation	Mitochondria	0.5160	51.60%
OATP2B1 inhibitior	+	0.5742	57.42%
OATP1B1 inhibitior	+	0.8410	84.10%
OATP1B3 inhibitior	-	0.3488	34.88%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	0.9250	92.50%
BSEP inhibitior	+	0.6982	69.82%
P-glycoprotein inhibitior	-	0.5858	58.58%
P-glycoprotein substrate	-	0.8121	81.21%
CYP3A4 substrate	+	0.5391	53.91%
CYP2C9 substrate	+	0.6031	60.31%
CYP2D6 substrate	+	0.5000	50.00%
CYP3A4 inhibition	+	0.5306	53.06%
CYP2C9 inhibition	+	0.7912	79.12%
CYP2C19 inhibition	+	0.6847	68.47%
CYP2D6 inhibition	-	0.8352	83.52%
CYP1A2 inhibition	+	0.8164	81.64%
CYP2C8 inhibition	+	0.7242	72.42%
CYP inhibitory promiscuity	+	0.9060	90.60%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9000	90.00%
Carcinogenicity (trinary)	Non-required	0.4438	44.38%
Eye corrosion	-	0.9884	98.84%
Eye irritation	+	0.6552	65.52%
Skin irritation	+	0.5380	53.80%
Skin corrosion	-	0.9076	90.76%
Ames mutagenesis	+	0.5800	58.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.3600	36.00%
Micronuclear	+	0.8400	84.00%
Hepatotoxicity	-	0.6875	68.75%
skin sensitisation	-	0.7472	74.72%
Respiratory toxicity	+	0.5333	53.33%
Reproductive toxicity	+	0.6000	60.00%
Mitochondrial toxicity	-	0.5000	50.00%
Nephrotoxicity	-	0.6534	65.34%
Acute Oral Toxicity (c)	III	0.4225	42.25%
Estrogen receptor binding	+	0.6274	62.74%
Androgen receptor binding	+	0.7963	79.63%
Thyroid receptor binding	+	0.7018	70.18%
Glucocorticoid receptor binding	+	0.6045	60.45%
Aromatase binding	+	0.6196	61.96%
PPAR gamma	+	0.7758	77.58%
Honey bee toxicity	-	0.8066	80.66%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	+	0.5700	57.00%
Fish aquatic toxicity	+	0.9530	95.30%

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	98.23%	91.11%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	94.11%	99.15%
CHEMBL4040	P28482	MAP kinase ERK2	93.76%	83.82%
CHEMBL1806	P11388	DNA topoisomerase II alpha	88.33%	89.00%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	86.64%	96.09%
CHEMBL1951	P21397	Monoamine oxidase A	86.12%	91.49%
CHEMBL3137262	O60341	LSD1/CoREST complex	85.48%	97.09%
CHEMBL3401	O75469	Pregnane X receptor	85.38%	94.73%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	85.03%	95.56%
CHEMBL3194	P02766	Transthyretin	84.52%	90.71%
CHEMBL2581	P07339	Cathepsin D	83.22%	98.95%
CHEMBL5697	Q9GZT9	Egl nine homolog 1	80.97%	93.40%
CHEMBL242	Q92731	Estrogen receptor beta	80.41%	98.35%

Plants that contains it

• Shorea gibbosa

Cross-Links

• PubChem: 75310405
• LOTUS: LTS0270275
• wikiData: Q105124794