(6R,6aS,11S,11aR)-11-(3,4-dihydroxyphenyl)-6-(4-hydroxyphenyl)-6,6a,11,11a-tetrahydroindeno[1,2-c]chromene-3,8,10-triol

Details

• Internal ID: 1a961f61-6751-4b63-8684-10cc1cb00c96
• Taxonomy: Phenylpropanoids and polyketides > Flavonoids > Hydroxyflavonoids > 7-hydroxyflavonoids
• IUPAC Name: (6R,6aS,11S,11aR)-11-(3,4-dihydroxyphenyl)-6-(4-hydroxyphenyl)-6,6a,11,11a-tetrahydroindeno[1,2-c]chromene-3,8,10-triol
• InChI: InChI=1S/C28H22O7/c29-15-4-1-13(2-5-15)28-27-19-10-17(31)11-22(34)25(19)24(14-3-8-20(32)21(33)9-14)26(27)18-7-6-16(30)12-23(18)35-28/h1-12,24,26-34H/t24-,26+,27+,28-/m0/s1
• InChI Key: CDBIQJLMFVWZLB-VWEWBFCZSA-N
• Popularity: 2 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: 4.40
• Atomic LogP (AlogP): 5.07
• 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	+	0.8942	89.42%
Caco-2	-	0.8325	83.25%
Blood Brain Barrier	-	0.6250	62.50%
Human oral bioavailability	-	0.7143	71.43%
Subcellular localzation	Mitochondria	0.5203	52.03%
OATP2B1 inhibitior	+	0.5722	57.22%
OATP1B1 inhibitior	+	0.8753	87.53%
OATP1B3 inhibitior	+	0.9642	96.42%
MATE1 inhibitior	-	0.8800	88.00%
OCT2 inhibitior	-	0.9250	92.50%
BSEP inhibitior	-	0.4525	45.25%
P-glycoprotein inhibitior	-	0.5845	58.45%
P-glycoprotein substrate	-	0.8170	81.70%
CYP3A4 substrate	+	0.5485	54.85%
CYP2C9 substrate	-	0.7818	78.18%
CYP2D6 substrate	+	0.4370	43.70%
CYP3A4 inhibition	+	0.5850	58.50%
CYP2C9 inhibition	+	0.5479	54.79%
CYP2C19 inhibition	-	0.6930	69.30%
CYP2D6 inhibition	-	0.8606	86.06%
CYP1A2 inhibition	+	0.8848	88.48%
CYP2C8 inhibition	+	0.8052	80.52%
CYP inhibitory promiscuity	+	0.7410	74.10%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.9600	96.00%
Carcinogenicity (trinary)	Non-required	0.5614	56.14%
Eye corrosion	-	0.9892	98.92%
Eye irritation	+	0.7234	72.34%
Skin irritation	+	0.5290	52.90%
Skin corrosion	-	0.9119	91.19%
Ames mutagenesis	+	0.5900	59.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7484	74.84%
Micronuclear	+	0.8400	84.00%
Hepatotoxicity	-	0.6875	68.75%
skin sensitisation	-	0.7508	75.08%
Respiratory toxicity	+	0.5667	56.67%
Reproductive toxicity	+	0.6889	68.89%
Mitochondrial toxicity	+	0.5500	55.00%
Nephrotoxicity	+	0.4558	45.58%
Acute Oral Toxicity (c)	II	0.6151	61.51%
Estrogen receptor binding	+	0.6434	64.34%
Androgen receptor binding	+	0.7850	78.50%
Thyroid receptor binding	+	0.7402	74.02%
Glucocorticoid receptor binding	+	0.7133	71.33%
Aromatase binding	+	0.5883	58.83%
PPAR gamma	+	0.8457	84.57%
Honey bee toxicity	-	0.8249	82.49%
Biodegradation	-	0.9000	90.00%
Crustacea aquatic toxicity	+	0.6400	64.00%
Fish aquatic toxicity	+	0.8949	89.49%

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	98.89%	91.11%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	94.35%	99.15%
CHEMBL1951	P21397	Monoamine oxidase A	89.51%	91.49%
CHEMBL5697	Q9GZT9	Egl nine homolog 1	89.29%	93.40%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	88.06%	96.09%
CHEMBL3137262	O60341	LSD1/CoREST complex	86.87%	97.09%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	85.91%	95.56%
CHEMBL2581	P07339	Cathepsin D	85.73%	98.95%
CHEMBL1806	P11388	DNA topoisomerase II alpha	84.49%	89.00%
CHEMBL3227	P41594	Metabotropic glutamate receptor 5	84.04%	96.42%
CHEMBL3194	P02766	Transthyretin	83.84%	90.71%
CHEMBL226	P30542	Adenosine A1 receptor	83.26%	95.93%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	82.98%	99.23%
CHEMBL3060	Q9Y345	Glycine transporter 2	80.20%	99.17%

Plants that contains it

• Gnetum macrostachyum

Cross-Links

• PubChem: 163047045
• LOTUS: LTS0045227
• wikiData: Q104954154