Calanone

Details

• Internal ID: 0e4b2e94-0218-4ef6-a604-5eb773f182eb
• Taxonomy: Phenylpropanoids and polyketides > Neoflavonoids > Prenylated neoflavonoids
• IUPAC Name: 6-benzoyl-5-hydroxy-2,2-dimethyl-10-phenylpyrano[2,3-f]chromen-8-one
• InChI: InChI=1S/C27H20O5/c1-27(2)14-13-18-24(30)22(23(29)17-11-7-4-8-12-17)26-21(25(18)32-27)19(15-20(28)31-26)16-9-5-3-6-10-16/h3-15,30H,1-2H3
• InChI Key: YIMMSKZEXWJKNU-UHFFFAOYSA-N
• Popularity: 14 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₇H₂₀O₅
• Molecular Weight: 424.40 g/mol
• Exact Mass: 424.13107373 g/mol
• Topological Polar Surface Area (TPSA): 72.80 Ų
• XlogP: 5.50
• Atomic LogP (AlogP): 5.58
• H-Bond Acceptor: 5
• H-Bond Donor: 1
• Rotatable Bonds: 3

Synonyms

• NSC692941
• CHEMBL518283
• NSC-692941
• 6-benzoyl-5-hydroxy-2,2-dimethyl-10-phenyl-pyrano[2,3-f]chromen-8-one
• 6-benzoyl-5-hydroxy-2,2-dimethyl-10-phenyl-2h,8h-benzo[1,2-b:3,4-b']dipyran-8-one

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9848	98.48%
Caco-2	-	0.5220	52.20%
Blood Brain Barrier	-	0.5750	57.50%
Human oral bioavailability	+	0.6429	64.29%
Subcellular localzation	Mitochondria	0.8320	83.20%
OATP2B1 inhibitior	-	0.5826	58.26%
OATP1B1 inhibitior	+	0.8624	86.24%
OATP1B3 inhibitior	+	0.9610	96.10%
MATE1 inhibitior	-	0.8200	82.00%
OCT2 inhibitior	-	0.9500	95.00%
BSEP inhibitior	+	0.8669	86.69%
P-glycoprotein inhibitior	+	0.8670	86.70%
P-glycoprotein substrate	-	0.6507	65.07%
CYP3A4 substrate	+	0.5665	56.65%
CYP2C9 substrate	+	0.6247	62.47%
CYP2D6 substrate	-	0.8651	86.51%
CYP3A4 inhibition	-	0.5927	59.27%
CYP2C9 inhibition	+	0.8203	82.03%
CYP2C19 inhibition	-	0.7550	75.50%
CYP2D6 inhibition	-	0.9377	93.77%
CYP1A2 inhibition	-	0.9547	95.47%
CYP2C8 inhibition	+	0.7622	76.22%
CYP inhibitory promiscuity	-	0.7591	75.91%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9813	98.13%
Carcinogenicity (trinary)	Non-required	0.4450	44.50%
Eye corrosion	-	0.9913	99.13%
Eye irritation	+	0.6878	68.78%
Skin irritation	-	0.6829	68.29%
Skin corrosion	-	0.9327	93.27%
Ames mutagenesis	+	0.5100	51.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.3749	37.49%
Micronuclear	+	0.7300	73.00%
Hepatotoxicity	+	0.5777	57.77%
skin sensitisation	-	0.8468	84.68%
Respiratory toxicity	+	0.5556	55.56%
Reproductive toxicity	+	0.6333	63.33%
Mitochondrial toxicity	+	0.5625	56.25%
Nephrotoxicity	-	0.7769	77.69%
Acute Oral Toxicity (c)	III	0.4610	46.10%
Estrogen receptor binding	+	0.8919	89.19%
Androgen receptor binding	+	0.8880	88.80%
Thyroid receptor binding	+	0.6983	69.83%
Glucocorticoid receptor binding	+	0.8271	82.71%
Aromatase binding	+	0.6510	65.10%
PPAR gamma	+	0.7636	76.36%
Honey bee toxicity	-	0.8933	89.33%
Biodegradation	-	0.9000	90.00%
Crustacea aquatic toxicity	+	0.5600	56.00%
Fish aquatic toxicity	+	0.9928	99.28%

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	97.90%	91.11%
CHEMBL2581	P07339	Cathepsin D	96.24%	98.95%
CHEMBL1293249	Q13887	Kruppel-like factor 5	94.79%	86.33%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	93.73%	99.23%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	93.61%	95.56%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	91.10%	95.50%
CHEMBL1806	P11388	DNA topoisomerase II alpha	89.46%	89.00%
CHEMBL1293277	O15118	Niemann-Pick C1 protein	89.05%	81.11%
CHEMBL221	P23219	Cyclooxygenase-1	88.84%	90.17%
CHEMBL5284	Q96RR4	CaM-kinase kinase beta	88.80%	89.23%
CHEMBL3060	Q9Y345	Glycine transporter 2	83.50%	99.17%
CHEMBL1293294	P51151	Ras-related protein Rab-9A	81.00%	87.67%

Plants that contains it

• Calophyllum biflorum
• Calophyllum brasiliense
• Calophyllum teysmannii

Cross-Links

• PubChem: 5352087
• LOTUS: LTS0119813
• wikiData: Q105348906