calanquinone B

Details

• Internal ID: 56e713fb-afec-4bf2-b9ce-715f8c89efda
• Taxonomy: Benzenoids > Phenanthrenes and derivatives > Phenanthrols
• IUPAC Name: 6-hydroxy-3,5,7-trimethoxyphenanthrene-1,4-dione
• SMILES (Canonical): COC1=CC(=O)C2=C(C1=O)C3=C(C(=C(C=C3C=C2)OC)O)OC
• SMILES (Isomeric): COC1=CC(=O)C2=C(C1=O)C3=C(C(=C(C=C3C=C2)OC)O)OC
• InChI: InChI=1S/C17H14O6/c1-21-11-6-8-4-5-9-10(18)7-12(22-2)15(19)14(9)13(8)17(23-3)16(11)20/h4-7,20H,1-3H3
• InChI Key: NLLWAXZZCLBWDL-UHFFFAOYSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₁₇H₁₄O₆
• Molecular Weight: 314.29 g/mol
• Exact Mass: 314.07903816 g/mol
• Topological Polar Surface Area (TPSA): 82.10 Ų
• XlogP: 2.50
• Atomic LogP (AlogP): 2.47
• H-Bond Acceptor: 6
• H-Bond Donor: 1
• Rotatable Bonds: 3

Synonyms

• CHEMBL562748

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9956	99.56%
Caco-2	+	0.7557	75.57%
Blood Brain Barrier	-	0.6750	67.50%
Human oral bioavailability	+	0.5857	58.57%
Subcellular localzation	Mitochondria	0.7664	76.64%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8892	88.92%
OATP1B3 inhibitior	+	0.9438	94.38%
MATE1 inhibitior	-	0.8200	82.00%
OCT2 inhibitior	-	1.0000	100.00%
BSEP inhibitior	-	0.7136	71.36%
P-glycoprotein inhibitior	-	0.6880	68.80%
P-glycoprotein substrate	-	0.7932	79.32%
CYP3A4 substrate	+	0.5000	50.00%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.7787	77.87%
CYP3A4 inhibition	-	0.5470	54.70%
CYP2C9 inhibition	-	0.8896	88.96%
CYP2C19 inhibition	-	0.7045	70.45%
CYP2D6 inhibition	-	0.8647	86.47%
CYP1A2 inhibition	+	0.8847	88.47%
CYP2C8 inhibition	+	0.7100	71.00%
CYP inhibitory promiscuity	+	0.5439	54.39%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9138	91.38%
Carcinogenicity (trinary)	Non-required	0.5161	51.61%
Eye corrosion	-	0.9901	99.01%
Eye irritation	+	0.7894	78.94%
Skin irritation	-	0.6848	68.48%
Skin corrosion	-	0.9795	97.95%
Ames mutagenesis	+	0.6700	67.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.8333	83.33%
Micronuclear	+	0.7559	75.59%
Hepatotoxicity	+	0.6125	61.25%
skin sensitisation	-	0.8191	81.91%
Respiratory toxicity	-	0.5222	52.22%
Reproductive toxicity	+	0.7000	70.00%
Mitochondrial toxicity	+	0.5250	52.50%
Nephrotoxicity	+	0.5186	51.86%
Acute Oral Toxicity (c)	II	0.6618	66.18%
Estrogen receptor binding	+	0.9006	90.06%
Androgen receptor binding	+	0.6227	62.27%
Thyroid receptor binding	+	0.6319	63.19%
Glucocorticoid receptor binding	+	0.8032	80.32%
Aromatase binding	+	0.6811	68.11%
PPAR gamma	+	0.6916	69.16%
Honey bee toxicity	-	0.9044	90.44%
Biodegradation	-	0.8500	85.00%
Crustacea aquatic toxicity	-	0.5849	58.49%
Fish aquatic toxicity	+	0.9930	99.30%

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	96.86%	91.11%
CHEMBL1951	P21397	Monoamine oxidase A	96.48%	91.49%
CHEMBL1293249	Q13887	Kruppel-like factor 5	93.86%	86.33%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	92.58%	95.56%
CHEMBL2581	P07339	Cathepsin D	92.43%	98.95%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	91.67%	94.00%
CHEMBL2378	P30307	Dual specificity phosphatase Cdc25C	90.33%	96.67%
CHEMBL1255126	O15151	Protein Mdm4	89.30%	90.20%
CHEMBL2535	P11166	Glucose transporter	88.26%	98.75%
CHEMBL2085	P14174	Macrophage migration inhibitory factor	86.19%	80.78%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	86.02%	96.00%
CHEMBL215	P09917	Arachidonate 5-lipoxygenase	85.90%	92.68%
CHEMBL1806	P11388	DNA topoisomerase II alpha	85.57%	89.00%
CHEMBL4208	P20618	Proteasome component C5	84.59%	90.00%
CHEMBL3060	Q9Y345	Glycine transporter 2	84.11%	99.17%
CHEMBL3864	Q06124	Protein-tyrosine phosphatase 2C	81.40%	94.42%
CHEMBL1907	P15144	Aminopeptidase N	80.22%	93.31%

Plants that contains it

• Calanthe arisanensis

Cross-Links

• PubChem: 25243457
• LOTUS: LTS0217723
• wikiData: Q105181411