Bisnorxanthomegnin

Details

• Internal ID: 83f85097-e7d5-4439-ad30-db2806c0c252
• Taxonomy: Organoheterocyclic compounds > Naphthopyrans > Naphthopyranones
• IUPAC Name: (3R)-8-[(3R)-9,10-dihydroxy-3-methyl-1,6,7-trioxo-3,4-dihydrobenzo[g]isochromen-8-yl]-9,10-dihydroxy-3-methyl-3,4-dihydrobenzo[g]isochromene-1,6,7-trione
• InChI: InChI=1S/C28H18O12/c1-7-3-9-5-11-15(21(31)13(9)27(37)39-7)23(33)17(25(35)19(11)29)18-24(34)16-12(20(30)26(18)36)6-10-4-8(2)40-28(38)14(10)22(16)32/h5-8,31-34H,3-4H2,1-2H3/t7-,8-/m1/s1
• InChI Key: QSOHSHLFJFCXEH-HTQZYQBOSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₈H₁₈O₁₂
• Molecular Weight: 546.40 g/mol
• Exact Mass: 546.07982601 g/mol
• Topological Polar Surface Area (TPSA): 202.00 Ų
• XlogP: 2.50
• Atomic LogP (AlogP): 2.07
• H-Bond Acceptor: 12
• H-Bond Donor: 4
• Rotatable Bonds: 1

Synonyms

• BRN 1614018
• 5-19-07-00217 (Beilstein Handbook Reference)
• Q58213147
• (8,8'-Bi-1H-naphtho(1,2-c)pyran)-1,1',7,7',10,10'-hexone, 3,3',4,4'-tetrahydro-6,6',9,9'-tetrahydroxy-3,3'-dimethyl-, stereoisomer

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.8865	88.65%
Caco-2	-	0.8134	81.34%
Blood Brain Barrier	-	0.7750	77.50%
Human oral bioavailability	+	0.6571	65.71%
Subcellular localzation	Mitochondria	0.6596	65.96%
OATP2B1 inhibitior	-	0.5783	57.83%
OATP1B1 inhibitior	+	0.8492	84.92%
OATP1B3 inhibitior	+	0.9474	94.74%
MATE1 inhibitior	-	0.8800	88.00%
OCT2 inhibitior	-	0.9500	95.00%
BSEP inhibitior	-	0.8177	81.77%
P-glycoprotein inhibitior	+	0.5754	57.54%
P-glycoprotein substrate	-	0.8690	86.90%
CYP3A4 substrate	+	0.5335	53.35%
CYP2C9 substrate	+	0.6040	60.40%
CYP2D6 substrate	-	0.8815	88.15%
CYP3A4 inhibition	-	0.6425	64.25%
CYP2C9 inhibition	+	0.7669	76.69%
CYP2C19 inhibition	-	0.6454	64.54%
CYP2D6 inhibition	-	0.8550	85.50%
CYP1A2 inhibition	-	0.8139	81.39%
CYP2C8 inhibition	-	0.9154	91.54%
CYP inhibitory promiscuity	+	0.5138	51.38%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	1.0000	100.00%
Carcinogenicity (trinary)	Non-required	0.4537	45.37%
Eye corrosion	-	0.9921	99.21%
Eye irritation	-	0.7722	77.22%
Skin irritation	-	0.6920	69.20%
Skin corrosion	-	0.9248	92.48%
Ames mutagenesis	-	0.5200	52.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5971	59.71%
Micronuclear	+	0.7500	75.00%
Hepatotoxicity	+	0.8125	81.25%
skin sensitisation	-	0.8001	80.01%
Respiratory toxicity	+	0.5667	56.67%
Reproductive toxicity	+	0.9000	90.00%
Mitochondrial toxicity	+	0.7625	76.25%
Nephrotoxicity	+	0.5448	54.48%
Acute Oral Toxicity (c)	I	0.5559	55.59%
Estrogen receptor binding	+	0.8124	81.24%
Androgen receptor binding	+	0.6314	63.14%
Thyroid receptor binding	-	0.5655	56.55%
Glucocorticoid receptor binding	+	0.6791	67.91%
Aromatase binding	+	0.5530	55.30%
PPAR gamma	+	0.6076	60.76%
Honey bee toxicity	-	0.8694	86.94%
Biodegradation	-	0.7250	72.50%
Crustacea aquatic toxicity	+	0.5100	51.00%
Fish aquatic toxicity	+	0.9887	98.87%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL1951	P21397	Monoamine oxidase A	98.32%	91.49%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	97.69%	91.11%
CHEMBL1806	P11388	DNA topoisomerase II alpha	93.92%	89.00%
CHEMBL2581	P07339	Cathepsin D	93.67%	98.95%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	93.09%	95.56%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	87.65%	99.23%
CHEMBL3401	O75469	Pregnane X receptor	85.50%	94.73%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	83.63%	90.71%
CHEMBL1293249	Q13887	Kruppel-like factor 5	82.24%	86.33%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	82.05%	96.09%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	80.57%	94.00%
CHEMBL1907600	Q00535	Cyclin-dependent kinase 5/CDK5 activator 1	80.06%	93.03%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 135965857
• LOTUS: LTS0157959
• wikiData: Q105227177