Coccineone B

Details

• Internal ID: 718f3969-75e8-4f2c-b462-7779d87814a2
• Taxonomy: Phenylpropanoids and polyketides > Isoflavonoids > Rotenoids > Rotenones
• IUPAC Name: 6,9,11-trihydroxy-6H-chromeno[3,4-b]chromen-12-one
• InChI: InChI=1S/C16H10O6/c17-7-5-9(18)13-11(6-7)21-15-12(14(13)19)8-3-1-2-4-10(8)22-16(15)20/h1-6,16-18,20H
• InChI Key: HMCJSHNAURZDNI-UHFFFAOYSA-N
• Popularity: 4 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₆H₁₀O₆
• Molecular Weight: 298.25 g/mol
• Exact Mass: 298.04773803 g/mol
• Topological Polar Surface Area (TPSA): 96.20 Ų
• XlogP: 2.00
• Atomic LogP (AlogP): 2.25
• H-Bond Acceptor: 6
• H-Bond Donor: 3
• Rotatable Bonds: 0

Synonyms

• 135626-13-0
• 6,9,11-Trihydroxy-6H-chromeno[3,4-b]chromen-12-one
• coccineoneB
• CHEMBL222134
• AKOS032948263

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.8971	89.71%
Caco-2	-	0.7342	73.42%
Blood Brain Barrier	-	0.9500	95.00%
Human oral bioavailability	-	0.5429	54.29%
Subcellular localzation	Mitochondria	0.5989	59.89%
OATP2B1 inhibitior	-	0.6835	68.35%
OATP1B1 inhibitior	+	0.7885	78.85%
OATP1B3 inhibitior	-	0.2391	23.91%
MATE1 inhibitior	-	0.5000	50.00%
OCT2 inhibitior	-	0.9750	97.50%
BSEP inhibitior	-	0.7770	77.70%
P-glycoprotein inhibitior	-	0.5724	57.24%
P-glycoprotein substrate	-	0.7726	77.26%
CYP3A4 substrate	+	0.5800	58.00%
CYP2C9 substrate	-	0.6131	61.31%
CYP2D6 substrate	-	0.8550	85.50%
CYP3A4 inhibition	-	0.5251	52.51%
CYP2C9 inhibition	-	0.6172	61.72%
CYP2C19 inhibition	-	0.7554	75.54%
CYP2D6 inhibition	-	0.9026	90.26%
CYP1A2 inhibition	+	0.6010	60.10%
CYP2C8 inhibition	+	0.7156	71.56%
CYP inhibitory promiscuity	-	0.7290	72.90%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.7020	70.20%
Eye corrosion	-	0.9855	98.55%
Eye irritation	+	0.8733	87.33%
Skin irritation	+	0.6133	61.33%
Skin corrosion	-	0.9719	97.19%
Ames mutagenesis	+	0.6500	65.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.8098	80.98%
Micronuclear	+	0.8800	88.00%
Hepatotoxicity	-	0.5000	50.00%
skin sensitisation	-	0.7335	73.35%
Respiratory toxicity	+	0.6556	65.56%
Reproductive toxicity	+	0.6111	61.11%
Mitochondrial toxicity	+	0.5750	57.50%
Nephrotoxicity	+	0.5481	54.81%
Acute Oral Toxicity (c)	II	0.5124	51.24%
Estrogen receptor binding	+	0.7330	73.30%
Androgen receptor binding	+	0.8575	85.75%
Thyroid receptor binding	+	0.6117	61.17%
Glucocorticoid receptor binding	+	0.8090	80.90%
Aromatase binding	+	0.8289	82.89%
PPAR gamma	+	0.8322	83.22%
Honey bee toxicity	-	0.8021	80.21%
Biodegradation	-	0.8750	87.50%
Crustacea aquatic toxicity	+	0.5100	51.00%
Fish aquatic toxicity	+	0.8416	84.16%

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	97.91%	91.11%
CHEMBL1951	P21397	Monoamine oxidase A	96.93%	91.49%
CHEMBL1806	P11388	DNA topoisomerase II alpha	95.72%	89.00%
CHEMBL2581	P07339	Cathepsin D	95.04%	98.95%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	93.55%	95.56%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	92.16%	99.23%
CHEMBL1929	P47989	Xanthine dehydrogenase	90.46%	96.12%
CHEMBL3401	O75469	Pregnane X receptor	87.98%	94.73%
CHEMBL3194	P02766	Transthyretin	86.96%	90.71%
CHEMBL1293249	Q13887	Kruppel-like factor 5	86.18%	86.33%
CHEMBL2535	P11166	Glucose transporter	80.67%	98.75%
CHEMBL4530	P00488	Coagulation factor XIII	80.61%	96.00%

Plants that contains it

• Boerhavia coccinea

Cross-Links

• PubChem: 44420939
• LOTUS: LTS0100720
• wikiData: Q104399667