Isoderricin A

Details

• Internal ID: 3ea97f7a-2f27-4e48-a81b-54114c0e5c5d
• Taxonomy: Phenylpropanoids and polyketides > Flavonoids > Flavans > 8-prenylated flavans > 8-prenylated flavanones
• IUPAC Name: 7-methoxy-8-(3-methylbut-2-enyl)-2-phenyl-2,3-dihydrochromen-4-one
• SMILES (Canonical): CC(=CCC1=C(C=CC2=C1OC(CC2=O)C3=CC=CC=C3)OC)C
• SMILES (Isomeric): CC(=CCC1=C(C=CC2=C1OC(CC2=O)C3=CC=CC=C3)OC)C
• InChI: InChI=1S/C21H22O3/c1-14(2)9-10-17-19(23-3)12-11-16-18(22)13-20(24-21(16)17)15-7-5-4-6-8-15/h4-9,11-12,20H,10,13H2,1-3H3
• InChI Key: VQBWFYNSXWMURP-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₁H₂₂O₃
• Molecular Weight: 322.40 g/mol
• Exact Mass: 322.15689456 g/mol
• Topological Polar Surface Area (TPSA): 35.50 Ų
• XlogP: 4.80
• Atomic LogP (AlogP): 4.91
• H-Bond Acceptor: 3
• H-Bond Donor: 0
• Rotatable Bonds: 4

Synonyms

• CHEBI:186039
• LMPK12140014
• 7-methoxy-8-(3-methylbut-2-enyl)-2-phenyl-2,3-dihydrochromen-4-one

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	1.0000	100.00%
Caco-2	+	0.9328	93.28%
Blood Brain Barrier	+	0.8000	80.00%
Human oral bioavailability	-	0.6143	61.43%
Subcellular localzation	Mitochondria	0.7985	79.85%
OATP2B1 inhibitior	-	0.8620	86.20%
OATP1B1 inhibitior	+	0.8990	89.90%
OATP1B3 inhibitior	+	0.9514	95.14%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.9000	90.00%
BSEP inhibitior	+	0.9578	95.78%
P-glycoprotein inhibitior	+	0.8445	84.45%
P-glycoprotein substrate	-	0.7786	77.86%
CYP3A4 substrate	+	0.5529	55.29%
CYP2C9 substrate	-	0.8008	80.08%
CYP2D6 substrate	-	0.7156	71.56%
CYP3A4 inhibition	-	0.7237	72.37%
CYP2C9 inhibition	+	0.7191	71.91%
CYP2C19 inhibition	+	0.9163	91.63%
CYP2D6 inhibition	-	0.8621	86.21%
CYP1A2 inhibition	+	0.7836	78.36%
CYP2C8 inhibition	-	0.6338	63.38%
CYP inhibitory promiscuity	+	0.9402	94.02%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9713	97.13%
Carcinogenicity (trinary)	Non-required	0.6617	66.17%
Eye corrosion	-	0.9862	98.62%
Eye irritation	-	0.8930	89.30%
Skin irritation	-	0.7940	79.40%
Skin corrosion	-	0.9727	97.27%
Ames mutagenesis	-	0.5900	59.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.8253	82.53%
Micronuclear	-	0.6200	62.00%
Hepatotoxicity	+	0.5302	53.02%
skin sensitisation	-	0.7674	76.74%
Respiratory toxicity	+	0.6556	65.56%
Reproductive toxicity	+	0.8000	80.00%
Mitochondrial toxicity	+	0.5500	55.00%
Nephrotoxicity	+	0.4784	47.84%
Acute Oral Toxicity (c)	III	0.7621	76.21%
Estrogen receptor binding	+	0.8209	82.09%
Androgen receptor binding	+	0.6768	67.68%
Thyroid receptor binding	+	0.5938	59.38%
Glucocorticoid receptor binding	+	0.6780	67.80%
Aromatase binding	-	0.5526	55.26%
PPAR gamma	+	0.7502	75.02%
Honey bee toxicity	-	0.7881	78.81%
Biodegradation	-	0.7500	75.00%
Crustacea aquatic toxicity	-	0.6000	60.00%
Fish aquatic toxicity	+	0.9846	98.46%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2581	P07339	Cathepsin D	95.00%	98.95%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	94.91%	91.11%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	94.53%	95.56%
CHEMBL1293249	Q13887	Kruppel-like factor 5	93.73%	86.33%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	93.65%	96.09%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	93.27%	85.14%
CHEMBL1951	P21397	Monoamine oxidase A	88.55%	91.49%
CHEMBL221	P23219	Cyclooxygenase-1	85.10%	90.17%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	82.95%	96.00%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	82.69%	99.23%
CHEMBL3137262	O60341	LSD1/CoREST complex	82.62%	97.09%
CHEMBL3060	Q9Y345	Glycine transporter 2	82.14%	99.17%
CHEMBL5028	O14672	ADAM10	81.70%	97.50%
CHEMBL5608	Q16288	NT-3 growth factor receptor	80.03%	95.89%

Plants that contains it

• Dahlstedtia pinnata

Cross-Links

• PubChem: 12310898
• LOTUS: LTS0272818
• wikiData: Q105291166