brandisianin C

Details

• Internal ID: 4cfd7a65-9366-4cc6-b92e-8ee706a54354
• Taxonomy: Phenylpropanoids and polyketides > Isoflavonoids > O-methylated isoflavonoids > 3-O-methylated isoflavonoids > 3-O-methylisoflavones
• IUPAC Name: 5,7-dihydroxy-3-(4-hydroxy-2,5-dimethoxyphenyl)-8-(3-methylbut-2-enyl)chromen-4-one
• SMILES (Canonical): CC(=CCC1=C2C(=C(C=C1O)O)C(=O)C(=CO2)C3=CC(=C(C=C3OC)O)OC)C
• SMILES (Isomeric): CC(=CCC1=C2C(=C(C=C1O)O)C(=O)C(=CO2)C3=CC(=C(C=C3OC)O)OC)C
• InChI: InChI=1S/C22H22O7/c1-11(2)5-6-12-15(23)8-17(25)20-21(26)14(10-29-22(12)20)13-7-19(28-4)16(24)9-18(13)27-3/h5,7-10,23-25H,6H2,1-4H3
• InChI Key: NIJHLDLKJBWHOF-UHFFFAOYSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₂₂H₂₂O₇
• Molecular Weight: 398.40 g/mol
• Exact Mass: 398.13655304 g/mol
• Topological Polar Surface Area (TPSA): 105.00 Ų
• XlogP: 4.50
• Atomic LogP (AlogP): 4.10
• H-Bond Acceptor: 7
• H-Bond Donor: 3
• Rotatable Bonds: 5

Synonyms

• CHEMBL403122

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9853	98.53%
Caco-2	+	0.6755	67.55%
Blood Brain Barrier	-	0.5750	57.50%
Human oral bioavailability	+	0.5714	57.14%
Subcellular localzation	Mitochondria	0.5455	54.55%
OATP2B1 inhibitior	-	0.7076	70.76%
OATP1B1 inhibitior	+	0.8977	89.77%
OATP1B3 inhibitior	+	0.8673	86.73%
MATE1 inhibitior	-	0.8200	82.00%
OCT2 inhibitior	-	0.9000	90.00%
BSEP inhibitior	+	0.6970	69.70%
P-glycoprotein inhibitior	+	0.7122	71.22%
P-glycoprotein substrate	-	0.7830	78.30%
CYP3A4 substrate	+	0.5615	56.15%
CYP2C9 substrate	-	0.5929	59.29%
CYP2D6 substrate	-	0.8145	81.45%
CYP3A4 inhibition	-	0.6679	66.79%
CYP2C9 inhibition	+	0.8700	87.00%
CYP2C19 inhibition	+	0.9318	93.18%
CYP2D6 inhibition	+	0.5347	53.47%
CYP1A2 inhibition	+	0.7798	77.98%
CYP2C8 inhibition	-	0.5711	57.11%
CYP inhibitory promiscuity	+	0.9269	92.69%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	1.0000	100.00%
Carcinogenicity (trinary)	Non-required	0.6873	68.73%
Eye corrosion	-	0.9874	98.74%
Eye irritation	-	0.5219	52.19%
Skin irritation	-	0.7629	76.29%
Skin corrosion	-	0.9459	94.59%
Ames mutagenesis	-	0.5700	57.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.3932	39.32%
Micronuclear	+	0.5500	55.00%
Hepatotoxicity	+	0.5552	55.52%
skin sensitisation	-	0.8260	82.60%
Respiratory toxicity	+	0.6222	62.22%
Reproductive toxicity	+	0.8556	85.56%
Mitochondrial toxicity	+	0.7750	77.50%
Nephrotoxicity	-	0.6312	63.12%
Acute Oral Toxicity (c)	III	0.6590	65.90%
Estrogen receptor binding	+	0.9569	95.69%
Androgen receptor binding	+	0.6250	62.50%
Thyroid receptor binding	+	0.6452	64.52%
Glucocorticoid receptor binding	+	0.9055	90.55%
Aromatase binding	+	0.7703	77.03%
PPAR gamma	+	0.8135	81.35%
Honey bee toxicity	-	0.7995	79.95%
Biodegradation	-	0.8750	87.50%
Crustacea aquatic toxicity	-	0.6400	64.00%
Fish aquatic toxicity	+	0.9866	98.66%

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	99.18%	91.11%
CHEMBL2581	P07339	Cathepsin D	96.32%	98.95%
CHEMBL1293249	Q13887	Kruppel-like factor 5	93.35%	86.33%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	91.73%	95.56%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	91.48%	85.14%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	90.06%	94.00%
CHEMBL3401	O75469	Pregnane X receptor	89.99%	94.73%
CHEMBL3060	Q9Y345	Glycine transporter 2	88.52%	99.17%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	84.11%	96.00%
CHEMBL1806	P11388	DNA topoisomerase II alpha	83.86%	89.00%
CHEMBL2535	P11166	Glucose transporter	82.97%	98.75%
CHEMBL2002	P12268	Inosine-5'-monophosphate dehydrogenase 2	82.42%	98.21%
CHEMBL1293267	Q9HC97	G-protein coupled receptor 35	81.41%	89.34%

Plants that contains it

• Millettia brandisiana

Cross-Links

• PubChem: 24763482
• NPASS: NPC130589
• ChEMBL: CHEMBL403122
• LOTUS: LTS0122669
• wikiData: Q105179838