(6aR,11aS)-11-(3,5-dihydroxyphenyl)-6-(4-hydroxyphenyl)-6,6a,11,11a-tetrahydroindeno[1,2-c]chromene-3,8,10-triol

Details

• Internal ID: 8e225854-cbd0-4764-b304-c8c7bf1bdd93
• Taxonomy: Phenylpropanoids and polyketides > Flavonoids > Hydroxyflavonoids > 7-hydroxyflavonoids
• IUPAC Name: (6aR,11aS)-11-(3,5-dihydroxyphenyl)-6-(4-hydroxyphenyl)-6,6a,11,11a-tetrahydroindeno[1,2-c]chromene-3,8,10-triol
• InChI: InChI=1S/C28H22O7/c29-15-3-1-13(2-4-15)28-27-21-10-19(33)11-22(34)25(21)24(14-7-17(31)9-18(32)8-14)26(27)20-6-5-16(30)12-23(20)35-28/h1-12,24,26-34H/t24?,26-,27-,28?/m0/s1
• InChI Key: HHCRXJSIODUTQN-RUJLQLILSA-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: 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	+	0.9666	96.66%
Caco-2	-	0.8095	80.95%
Blood Brain Barrier	-	0.6500	65.00%
Human oral bioavailability	-	0.7000	70.00%
Subcellular localzation	Mitochondria	0.6225	62.25%
OATP2B1 inhibitior	+	0.5706	57.06%
OATP1B1 inhibitior	+	0.8040	80.40%
OATP1B3 inhibitior	+	0.8470	84.70%
MATE1 inhibitior	-	0.9000	90.00%
OCT2 inhibitior	-	0.9250	92.50%
BSEP inhibitior	+	0.6782	67.82%
P-glycoprotein inhibitior	-	0.4659	46.59%
P-glycoprotein substrate	-	0.7945	79.45%
CYP3A4 substrate	+	0.5383	53.83%
CYP2C9 substrate	-	0.7778	77.78%
CYP2D6 substrate	+	0.4927	49.27%
CYP3A4 inhibition	+	0.8440	84.40%
CYP2C9 inhibition	+	0.9003	90.03%
CYP2C19 inhibition	+	0.9105	91.05%
CYP2D6 inhibition	-	0.7784	77.84%
CYP1A2 inhibition	+	0.9479	94.79%
CYP2C8 inhibition	+	0.7792	77.92%
CYP inhibitory promiscuity	+	0.8761	87.61%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.9300	93.00%
Carcinogenicity (trinary)	Non-required	0.5771	57.71%
Eye corrosion	-	0.9875	98.75%
Eye irritation	+	0.8390	83.90%
Skin irritation	+	0.5168	51.68%
Skin corrosion	-	0.9590	95.90%
Ames mutagenesis	+	0.5300	53.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7203	72.03%
Micronuclear	+	0.8000	80.00%
Hepatotoxicity	-	0.6750	67.50%
skin sensitisation	-	0.8669	86.69%
Respiratory toxicity	+	0.5444	54.44%
Reproductive toxicity	+	0.6222	62.22%
Mitochondrial toxicity	+	0.5125	51.25%
Nephrotoxicity	+	0.5066	50.66%
Acute Oral Toxicity (c)	II	0.4443	44.43%
Estrogen receptor binding	+	0.6546	65.46%
Androgen receptor binding	+	0.7732	77.32%
Thyroid receptor binding	+	0.7311	73.11%
Glucocorticoid receptor binding	+	0.7292	72.92%
Aromatase binding	+	0.6777	67.77%
PPAR gamma	+	0.8730	87.30%
Honey bee toxicity	-	0.8556	85.56%
Biodegradation	-	0.8750	87.50%
Crustacea aquatic toxicity	+	0.6300	63.00%
Fish aquatic toxicity	+	0.8424	84.24%

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	98.05%	91.11%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	90.89%	99.15%
CHEMBL5697	Q9GZT9	Egl nine homolog 1	89.72%	93.40%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	87.89%	96.09%
CHEMBL2581	P07339	Cathepsin D	87.62%	98.95%
CHEMBL3137262	O60341	LSD1/CoREST complex	87.12%	97.09%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	85.55%	95.56%
CHEMBL3227	P41594	Metabotropic glutamate receptor 5	85.11%	96.42%
CHEMBL1806	P11388	DNA topoisomerase II alpha	83.70%	89.00%
CHEMBL1907594	P30926	Neuronal acetylcholine receptor; alpha3/beta4	82.28%	97.23%
CHEMBL3194	P02766	Transthyretin	81.66%	90.71%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	80.99%	99.23%
CHEMBL3060	Q9Y345	Glycine transporter 2	80.22%	99.17%

Plants that contains it

• Gnetum hainanense

Cross-Links

• PubChem: 138112558
• LOTUS: LTS0246495
• wikiData: Q105028162