5,6,8-trihydroxy-2-methyl-9-[5,6,8-trihydroxy-4-oxo-2-(2-oxopropyl)benzo[g]chromen-9-yl]benzo[g]chromen-4-one

Details

• Internal ID: 7149f1b0-d5c3-4e9a-ad94-f8a5ed697fcc
• Taxonomy: Organoheterocyclic compounds > Naphthopyrans > Naphthopyranones
• IUPAC Name: 5,6,8-trihydroxy-2-methyl-9-[5,6,8-trihydroxy-4-oxo-2-(2-oxopropyl)benzo[g]chromen-9-yl]benzo[g]chromen-4-one
• InChI: InChI=1S/C30H20O11/c1-10(31)3-12-5-16(33)28-22(41-12)7-14-24(18(35)9-20(37)26(14)30(28)39)23-13-6-21-27(15(32)4-11(2)40-21)29(38)25(13)19(36)8-17(23)34/h4-9,34-39H,3H2,1-2H3
• InChI Key: IADZTDILSKIQTE-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₀H₂₀O₁₁
• Molecular Weight: 556.50 g/mol
• Exact Mass: 556.10056145 g/mol
• Topological Polar Surface Area (TPSA): 191.00 Ų
• XlogP: 4.30
• Atomic LogP (AlogP): 4.55
• H-Bond Acceptor: 11
• H-Bond Donor: 6
• Rotatable Bonds: 3

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9172	91.72%
Caco-2	-	0.8240	82.40%
Blood Brain Barrier	-	0.7250	72.50%
Human oral bioavailability	+	0.6143	61.43%
Subcellular localzation	Mitochondria	0.8057	80.57%
OATP2B1 inhibitior	-	0.5588	55.88%
OATP1B1 inhibitior	+	0.8826	88.26%
OATP1B3 inhibitior	+	0.8955	89.55%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	-	0.8750	87.50%
BSEP inhibitior	+	0.9087	90.87%
P-glycoprotein inhibitior	-	0.4643	46.43%
P-glycoprotein substrate	-	0.6110	61.10%
CYP3A4 substrate	+	0.5543	55.43%
CYP2C9 substrate	+	0.6197	61.97%
CYP2D6 substrate	-	0.8321	83.21%
CYP3A4 inhibition	+	0.5123	51.23%
CYP2C9 inhibition	+	0.6604	66.04%
CYP2C19 inhibition	-	0.6643	66.43%
CYP2D6 inhibition	-	0.8891	88.91%
CYP1A2 inhibition	-	0.5619	56.19%
CYP2C8 inhibition	-	0.7609	76.09%
CYP inhibitory promiscuity	-	0.5579	55.79%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9500	95.00%
Carcinogenicity (trinary)	Non-required	0.6767	67.67%
Eye corrosion	-	0.9906	99.06%
Eye irritation	-	0.7346	73.46%
Skin irritation	-	0.7623	76.23%
Skin corrosion	-	0.9210	92.10%
Ames mutagenesis	-	0.5464	54.64%
Human Ether-a-go-go-Related Gene inhibition	+	0.7734	77.34%
Micronuclear	+	0.7400	74.00%
Hepatotoxicity	-	0.5250	52.50%
skin sensitisation	-	0.8827	88.27%
Respiratory toxicity	+	0.5222	52.22%
Reproductive toxicity	+	0.8222	82.22%
Mitochondrial toxicity	+	0.6250	62.50%
Nephrotoxicity	-	0.8699	86.99%
Acute Oral Toxicity (c)	III	0.5035	50.35%
Estrogen receptor binding	+	0.8855	88.55%
Androgen receptor binding	+	0.6903	69.03%
Thyroid receptor binding	+	0.5763	57.63%
Glucocorticoid receptor binding	+	0.7765	77.65%
Aromatase binding	-	0.5092	50.92%
PPAR gamma	+	0.7769	77.69%
Honey bee toxicity	-	0.9178	91.78%
Biodegradation	-	0.9250	92.50%
Crustacea aquatic toxicity	-	0.7300	73.00%
Fish aquatic toxicity	+	0.9462	94.62%

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	99.35%	91.11%
CHEMBL3401	O75469	Pregnane X receptor	96.25%	94.73%
CHEMBL2581	P07339	Cathepsin D	94.90%	98.95%
CHEMBL1806	P11388	DNA topoisomerase II alpha	94.86%	89.00%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	87.81%	94.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	87.62%	95.56%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	87.38%	85.14%
CHEMBL5409	Q8TDU6	G-protein coupled bile acid receptor 1	86.39%	93.65%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	84.63%	94.45%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	82.99%	99.23%
CHEMBL1293249	Q13887	Kruppel-like factor 5	82.31%	86.33%
CHEMBL3060	Q9Y345	Glycine transporter 2	82.22%	99.17%
CHEMBL3864	Q06124	Protein-tyrosine phosphatase 2C	80.48%	94.42%
CHEMBL1293267	Q9HC97	G-protein coupled receptor 35	80.24%	89.34%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 46210037
• LOTUS: LTS0258973
• wikiData: Q105036045