(4bR,5R,9bR,10R)-5,10-bis(4-hydroxyphenyl)-4b,5,9b,10-tetrahydroindeno[2,1-a]indene-2,4,6,8-tetrol

Details

• Internal ID: b2f74ad3-67c9-4015-93c6-b412f6951b24
• Taxonomy: Benzenoids > Indanes
• IUPAC Name: (4bR,5R,9bR,10R)-5,10-bis(4-hydroxyphenyl)-4b,5,9b,10-tetrahydroindeno[2,1-a]indene-2,4,6,8-tetrol
• InChI: InChI=1S/C28H22O6/c29-15-5-1-13(2-6-15)23-19-9-17(31)12-22(34)26(19)28-24(14-3-7-16(30)8-4-14)25-20(27(23)28)10-18(32)11-21(25)33/h1-12,23-24,27-34H/t23-,24-,27+,28-/m1/s1
• InChI Key: JHXPPGKKFCNRED-KSZYUSJVSA-N
• Popularity: 3 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₈H₂₂O₆
• Molecular Weight: 454.50 g/mol
• Exact Mass: 454.14163842 g/mol
• Topological Polar Surface Area (TPSA): 121.00 Ų
• XlogP: 4.60
• Atomic LogP (AlogP): 5.08
• H-Bond Acceptor: 6
• 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	+	0.9896	98.96%
Caco-2	-	0.8520	85.20%
Blood Brain Barrier	-	0.6500	65.00%
Human oral bioavailability	-	0.8429	84.29%
Subcellular localzation	Mitochondria	0.6766	67.66%
OATP2B1 inhibitior	-	0.5553	55.53%
OATP1B1 inhibitior	+	0.8823	88.23%
OATP1B3 inhibitior	+	0.8369	83.69%
MATE1 inhibitior	-	0.8800	88.00%
OCT2 inhibitior	-	0.9250	92.50%
BSEP inhibitior	+	0.5799	57.99%
P-glycoprotein inhibitior	-	0.6942	69.42%
P-glycoprotein substrate	-	0.8941	89.41%
CYP3A4 substrate	-	0.5792	57.92%
CYP2C9 substrate	-	0.5691	56.91%
CYP2D6 substrate	+	0.4383	43.83%
CYP3A4 inhibition	+	0.6684	66.84%
CYP2C9 inhibition	+	0.8825	88.25%
CYP2C19 inhibition	+	0.8199	81.99%
CYP2D6 inhibition	-	0.7635	76.35%
CYP1A2 inhibition	+	0.9589	95.89%
CYP2C8 inhibition	+	0.6596	65.96%
CYP inhibitory promiscuity	+	0.8285	82.85%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.7800	78.00%
Carcinogenicity (trinary)	Non-required	0.4821	48.21%
Eye corrosion	-	0.9919	99.19%
Eye irritation	+	0.7051	70.51%
Skin irritation	+	0.6431	64.31%
Skin corrosion	-	0.9458	94.58%
Ames mutagenesis	-	0.5400	54.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.6519	65.19%
Micronuclear	+	0.6359	63.59%
Hepatotoxicity	-	0.6500	65.00%
skin sensitisation	-	0.7005	70.05%
Respiratory toxicity	-	0.5111	51.11%
Reproductive toxicity	-	0.5889	58.89%
Mitochondrial toxicity	+	0.5125	51.25%
Nephrotoxicity	+	0.5079	50.79%
Acute Oral Toxicity (c)	III	0.6899	68.99%
Estrogen receptor binding	+	0.7414	74.14%
Androgen receptor binding	+	0.8418	84.18%
Thyroid receptor binding	+	0.7167	71.67%
Glucocorticoid receptor binding	+	0.8024	80.24%
Aromatase binding	+	0.6707	67.07%
PPAR gamma	+	0.9064	90.64%
Honey bee toxicity	-	0.8865	88.65%
Biodegradation	-	0.9500	95.00%
Crustacea aquatic toxicity	+	0.6200	62.00%
Fish aquatic toxicity	+	0.9638	96.38%

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	97.48%	91.11%
CHEMBL5697	Q9GZT9	Egl nine homolog 1	89.36%	93.40%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	88.55%	96.09%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	88.03%	99.15%
CHEMBL3194	P02766	Transthyretin	86.60%	90.71%
CHEMBL2581	P07339	Cathepsin D	84.08%	98.95%
CHEMBL225	P28335	Serotonin 2c (5-HT2c) receptor	83.47%	89.62%
CHEMBL1907594	P30926	Neuronal acetylcholine receptor; alpha3/beta4	83.35%	97.23%
CHEMBL4208	P20618	Proteasome component C5	83.08%	90.00%
CHEMBL3137262	O60341	LSD1/CoREST complex	82.50%	97.09%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	82.50%	95.56%
CHEMBL1806	P11388	DNA topoisomerase II alpha	80.65%	89.00%

Plants that contains it

• Cissus quadrangularis

Cross-Links

• PubChem: 162410436
• LOTUS: LTS0206193
• wikiData: Q105128631