Cajanin

Details

• Internal ID: 243f9a85-f0ee-40ea-9d11-b6bd385c7621
• Taxonomy: Phenylpropanoids and polyketides > Isoflavonoids > O-methylated isoflavonoids > 7-O-methylated isoflavonoids > 7-O-methylisoflavones
• IUPAC Name: 3-(2,4-dihydroxyphenyl)-5-hydroxy-7-methoxychromen-4-one
• SMILES (Canonical): COC1=CC(=C2C(=C1)OC=C(C2=O)C3=C(C=C(C=C3)O)O)O
• SMILES (Isomeric): COC1=CC(=C2C(=C1)OC=C(C2=O)C3=C(C=C(C=C3)O)O)O
• InChI: InChI=1S/C16H12O6/c1-21-9-5-13(19)15-14(6-9)22-7-11(16(15)20)10-3-2-8(17)4-12(10)18/h2-7,17-19H,1H3
• InChI Key: ALFNTRJPGFNJQV-UHFFFAOYSA-N
• Popularity: 14 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₆H₁₂O₆
• Molecular Weight: 300.26 g/mol
• Exact Mass: 300.06338810 g/mol
• Topological Polar Surface Area (TPSA): 96.20 Ų
• XlogP: 2.60
• Atomic LogP (AlogP): 2.59
• H-Bond Acceptor: 6
• H-Bond Donor: 3
• Rotatable Bonds: 2

Synonyms

• 32884-36-9
• 3-(2,4-dihydroxyphenyl)-5-hydroxy-7-methoxychromen-4-one
• F3QGE5M9QS
• CHEBI:70036
• 5,2',4'-Trihydroxy-7-methoxyisoflavone
• Isoflavone, 2,',4',5-trihydroxy-7-methoxy-
• 3-(2,4-DIHYDROXYPHENYL)-5-HYDROXY-7-METHOXY-4H-1-BENZOPYRAN-4-ONE
• Cajinin
• 3-(2,4-dihydroxyphenyl)-5-hydroxy-7-methoxy-chromen-4-one
• UNII-F3QGE5M9QS
• CHEMBL469630
• SCHEMBL4271897
• DTXSID10954540
• ALFNTRJPGFNJQV-UHFFFAOYSA-N
• GLXC-17474
• LMPK12050326
• AKOS032948853
• 2',4',5-Trihydroxy-7-methoxyisoflavone
• Q27104983
• 3-(2,4-Dihydroxy-phenyl)-5-hydroxy-7-methoxy-chromen-4-one
• 3-(2,4-Dihydroxyphenyl)-5-hydroxy-7-methoxy-4H-chromen-4-one
• 4H-1-Benzopyran-4-one, 3-(2,4-dihydroxyphenyl)-5-hydroxy-7-methoxy-

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9694	96.94%
Caco-2	+	0.8064	80.64%
Blood Brain Barrier	-	0.7750	77.50%
Human oral bioavailability	-	0.5143	51.43%
Subcellular localzation	Mitochondria	0.7877	78.77%
OATP2B1 inhibitior	-	0.5622	56.22%
OATP1B1 inhibitior	+	0.8978	89.78%
OATP1B3 inhibitior	+	0.9480	94.80%
MATE1 inhibitior	+	0.5400	54.00%
OCT2 inhibitior	-	0.9250	92.50%
BSEP inhibitior	-	0.7731	77.31%
P-glycoprotein inhibitior	-	0.7426	74.26%
P-glycoprotein substrate	-	0.8785	87.85%
CYP3A4 substrate	+	0.5412	54.12%
CYP2C9 substrate	-	0.6401	64.01%
CYP2D6 substrate	-	0.8296	82.96%
CYP3A4 inhibition	+	0.7746	77.46%
CYP2C9 inhibition	+	0.8287	82.87%
CYP2C19 inhibition	+	0.9470	94.70%
CYP2D6 inhibition	-	0.6939	69.39%
CYP1A2 inhibition	+	0.9540	95.40%
CYP2C8 inhibition	+	0.5054	50.54%
CYP inhibitory promiscuity	+	0.8845	88.45%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9500	95.00%
Carcinogenicity (trinary)	Non-required	0.6169	61.69%
Eye corrosion	-	0.9796	97.96%
Eye irritation	+	0.9231	92.31%
Skin irritation	-	0.6033	60.33%
Skin corrosion	-	0.9391	93.91%
Ames mutagenesis	+	0.5300	53.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.8396	83.96%
Micronuclear	+	0.9100	91.00%
Hepatotoxicity	+	0.5250	52.50%
skin sensitisation	-	0.9484	94.84%
Respiratory toxicity	+	0.5444	54.44%
Reproductive toxicity	+	0.8000	80.00%
Mitochondrial toxicity	+	0.6375	63.75%
Nephrotoxicity	+	0.5779	57.79%
Acute Oral Toxicity (c)	III	0.7005	70.05%
Estrogen receptor binding	+	0.8390	83.90%
Androgen receptor binding	+	0.9080	90.80%
Thyroid receptor binding	+	0.7169	71.69%
Glucocorticoid receptor binding	+	0.7289	72.89%
Aromatase binding	+	0.8318	83.18%
PPAR gamma	+	0.7419	74.19%
Honey bee toxicity	-	0.9162	91.62%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	-	0.5300	53.00%
Fish aquatic toxicity	+	0.8717	87.17%

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	98.79%	91.11%
CHEMBL2581	P07339	Cathepsin D	96.37%	98.95%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	95.81%	95.56%
CHEMBL1293249	Q13887	Kruppel-like factor 5	92.60%	86.33%
CHEMBL4208	P20618	Proteasome component C5	92.12%	90.00%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	90.47%	99.15%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	90.46%	94.00%
CHEMBL1806	P11388	DNA topoisomerase II alpha	86.60%	89.00%
CHEMBL2535	P11166	Glucose transporter	86.48%	98.75%
CHEMBL3060	Q9Y345	Glycine transporter 2	84.81%	99.17%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	81.61%	99.23%
CHEMBL3194	P02766	Transthyretin	81.44%	90.71%
CHEMBL5409	Q8TDU6	G-protein coupled bile acid receptor 1	80.41%	93.65%
CHEMBL3401	O75469	Pregnane X receptor	80.39%	94.73%

Plants that contains it

• Achillea erba-rotta subsp. moschata
• Butea monosperma
• Cajanus cajan
• Crotalaria lachnophora
• Croton grewioides
• Dalbergia parviflora
• Dorstenia dinklagei
• Eriophorum scheuchzeri
• Erythrina variegata
• Ficus nervosa
• Ficus nymphaeifolia
• Glycine max subsp. soja
• Sapium haematospermum
• Spatholobus suberectus

Cross-Links

• PubChem: 5281706
• NPASS: NPC90665
• LOTUS: LTS0273779
• wikiData: Q27104983