Isomammeigin

Details

• Internal ID: fb40867d-a180-4770-960b-cae695843666
• Taxonomy: Phenylpropanoids and polyketides > Neoflavonoids > Prenylated neoflavonoids
• IUPAC Name: 5-hydroxy-2,2-dimethyl-6-(3-methylbutanoyl)-10-phenylpyrano[2,3-f]chromen-8-one
• SMILES (Canonical): CC(C)CC(=O)C1=C2C(=C3C(=C1O)C=CC(O3)(C)C)C(=CC(=O)O2)C4=CC=CC=C4
• SMILES (Isomeric): CC(C)CC(=O)C1=C2C(=C3C(=C1O)C=CC(O3)(C)C)C(=CC(=O)O2)C4=CC=CC=C4
• InChI: InChI=1S/C25H24O5/c1-14(2)12-18(26)21-22(28)16-10-11-25(3,4)30-23(16)20-17(13-19(27)29-24(20)21)15-8-6-5-7-9-15/h5-11,13-14,28H,12H2,1-4H3
• InChI Key: DJKBNLZZTMVBGL-UHFFFAOYSA-N
• Popularity: 3 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₅H₂₄O₅
• Molecular Weight: 404.50 g/mol
• Exact Mass: 404.16237386 g/mol
• Topological Polar Surface Area (TPSA): 72.80 Ų
• XlogP: 5.20
• Atomic LogP (AlogP): 5.58
• H-Bond Acceptor: 5
• H-Bond Donor: 1
• Rotatable Bonds: 4

Synonyms

• CHEMBL1277682
• BDBM50330758

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9637	96.37%
Caco-2	+	0.5695	56.95%
Blood Brain Barrier	-	0.5250	52.50%
Human oral bioavailability	+	0.5857	58.57%
Subcellular localzation	Mitochondria	0.8041	80.41%
OATP2B1 inhibitior	-	0.8602	86.02%
OATP1B1 inhibitior	+	0.7919	79.19%
OATP1B3 inhibitior	+	0.9363	93.63%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	1.0000	100.00%
BSEP inhibitior	+	0.9620	96.20%
P-glycoprotein inhibitior	+	0.7806	78.06%
P-glycoprotein substrate	-	0.5434	54.34%
CYP3A4 substrate	+	0.5979	59.79%
CYP2C9 substrate	+	0.8367	83.67%
CYP2D6 substrate	-	0.8589	85.89%
CYP3A4 inhibition	-	0.7470	74.70%
CYP2C9 inhibition	+	0.6273	62.73%
CYP2C19 inhibition	-	0.8015	80.15%
CYP2D6 inhibition	-	0.9262	92.62%
CYP1A2 inhibition	-	0.9319	93.19%
CYP2C8 inhibition	+	0.6210	62.10%
CYP inhibitory promiscuity	-	0.7237	72.37%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.9813	98.13%
Carcinogenicity (trinary)	Non-required	0.4560	45.60%
Eye corrosion	-	0.9922	99.22%
Eye irritation	-	0.6997	69.97%
Skin irritation	-	0.7702	77.02%
Skin corrosion	-	0.9264	92.64%
Ames mutagenesis	+	0.5200	52.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.6632	66.32%
Micronuclear	+	0.5200	52.00%
Hepatotoxicity	+	0.5936	59.36%
skin sensitisation	-	0.8254	82.54%
Respiratory toxicity	+	0.6222	62.22%
Reproductive toxicity	+	0.7778	77.78%
Mitochondrial toxicity	+	0.7500	75.00%
Nephrotoxicity	-	0.7743	77.43%
Acute Oral Toxicity (c)	I	0.4709	47.09%
Estrogen receptor binding	+	0.7895	78.95%
Androgen receptor binding	+	0.8588	85.88%
Thyroid receptor binding	+	0.5888	58.88%
Glucocorticoid receptor binding	+	0.7542	75.42%
Aromatase binding	+	0.7252	72.52%
PPAR gamma	+	0.7013	70.13%
Honey bee toxicity	-	0.8676	86.76%
Biodegradation	-	0.9000	90.00%
Crustacea aquatic toxicity	-	0.5300	53.00%
Fish aquatic toxicity	+	0.9931	99.31%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2581	P07339	Cathepsin D	98.99%	98.95%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	98.75%	91.11%
CHEMBL1293249	Q13887	Kruppel-like factor 5	93.27%	86.33%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	92.44%	95.56%
CHEMBL1806	P11388	DNA topoisomerase II alpha	90.69%	89.00%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	88.40%	95.50%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	87.43%	99.15%
CHEMBL221	P23219	Cyclooxygenase-1	87.39%	90.17%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	86.07%	96.09%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	85.45%	99.23%
CHEMBL3401	O75469	Pregnane X receptor	83.92%	94.73%
CHEMBL3060	Q9Y345	Glycine transporter 2	81.88%	99.17%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	81.11%	85.14%

Plants that contains it

• Calophyllum brasiliense
• Kielmeyera pumila

Cross-Links

• PubChem: 52946774
• LOTUS: LTS0189566
• wikiData: Q104982333