Mammea A/BA

Details

• Internal ID: b7af8723-46bc-4e66-82ec-d680ad8b0aa7
• Taxonomy: Phenylpropanoids and polyketides > Neoflavonoids > Prenylated neoflavonoids
• IUPAC Name: 5,7-dihydroxy-8-(3-methylbutanoyl)-6-(3-methylbut-2-enyl)-4-phenylchromen-2-one
• SMILES (Canonical): CC(C)CC(=O)C1=C(C(=C(C2=C1OC(=O)C=C2C3=CC=CC=C3)O)CC=C(C)C)O
• SMILES (Isomeric): CC(C)CC(=O)C1=C(C(=C(C2=C1OC(=O)C=C2C3=CC=CC=C3)O)CC=C(C)C)O
• InChI: InChI=1S/C25H26O5/c1-14(2)10-11-17-23(28)21-18(16-8-6-5-7-9-16)13-20(27)30-25(21)22(24(17)29)19(26)12-15(3)4/h5-10,13,15,28-29H,11-12H2,1-4H3
• InChI Key: SBHOAZQBEGVQLJ-UHFFFAOYSA-N
• Popularity: 5 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₅H₂₆O₅
• Molecular Weight: 406.50 g/mol
• Exact Mass: 406.17802393 g/mol
• Topological Polar Surface Area (TPSA): 83.80 Ų
• XlogP: 5.80
• Atomic LogP (AlogP): 5.61
• H-Bond Acceptor: 5
• H-Bond Donor: 2
• Rotatable Bonds: 6

Synonyms

• 5224-54-4
• isomammeisin
• CHEMBL511810
• CHEBI:69992
• 2H-1-Benzopyran-2-one, 5,7-dihydroxy-6-(3-methyl-2-butenyl)-8-(3-methyl-1-oxobutyl)-4-phenyl-
• 5,7-Dihydroxy-6-(3-methylbut-2-enyl)-8-(3-methylbutyryl)-4-phenylcoumarin
• 5,7-Dihydroxy-6-(3-methyl-2-butenyl)-8-(3-methyl-1-oxobutyl)-4-phenyl-2H-1-benzopyran-2-one
• C25H26O5
• KBio2_004924
• Spectrum_001847
• SpecPlus_000404
• Spectrum3_001024
• Spectrum4_001154
• BSPBio_002807
• KBioGR_001727
• KBioSS_002359
• DivK1c_006500
• SCHEMBL6914103
• KBio1_001444
• KBio2_002356
• KBio2_007492
• KBio3_002027
• DTXSID80200283
• BDBM50330762
• LMPK12100020
• NCGC00178459-01
• CS-0530444
• BRD-K92138166-001-01-0
• Q27138336
• 5,7-Dihydroxy-8-isovaleryl-6-(3-methyl-2-butenyl)-4-phenylcoumarin, 8CI
• 5,7-Dihydroxy-6-(3-methyl-2-butenyl)-8-(3-methylbutyryl)-4-phenyl-2H-1-benzopyran-2-one
• 5,7-dihydroxy-6-(3-methylbut-2-enyl)-8-(3-methylbutanoyl)-4-phenyl-2H-chromen-2-one
• 5,7-dihydroxy-8-(3-methylbutanoyl)-6-(3-methylbut-2-enyl)-4-phenyl-2h-chromen-2-one
• 5,7-Dihydroxy-6-(3-methyl-2-butenyl)-8-(3-methyl-1-oxobutyl)-4-phenyl-2H-1-benzopyran-2-one, 9CI

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9680	96.80%
Caco-2	+	0.5915	59.15%
Blood Brain Barrier	-	0.6000	60.00%
Human oral bioavailability	+	0.5286	52.86%
Subcellular localzation	Mitochondria	0.6996	69.96%
OATP2B1 inhibitior	-	0.5764	57.64%
OATP1B1 inhibitior	+	0.7755	77.55%
OATP1B3 inhibitior	+	0.8915	89.15%
MATE1 inhibitior	-	0.9000	90.00%
OCT2 inhibitior	-	0.9000	90.00%
BSEP inhibitior	+	0.8359	83.59%
P-glycoprotein inhibitior	+	0.7483	74.83%
P-glycoprotein substrate	-	0.6436	64.36%
CYP3A4 substrate	+	0.5313	53.13%
CYP2C9 substrate	+	0.8742	87.42%
CYP2D6 substrate	-	0.8673	86.73%
CYP3A4 inhibition	-	0.7893	78.93%
CYP2C9 inhibition	+	0.7086	70.86%
CYP2C19 inhibition	+	0.5170	51.70%
CYP2D6 inhibition	-	0.8114	81.14%
CYP1A2 inhibition	+	0.5247	52.47%
CYP2C8 inhibition	+	0.4633	46.33%
CYP inhibitory promiscuity	+	0.6181	61.81%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.9800	98.00%
Carcinogenicity (trinary)	Non-required	0.6256	62.56%
Eye corrosion	-	0.9920	99.20%
Eye irritation	-	0.7432	74.32%
Skin irritation	-	0.7477	74.77%
Skin corrosion	-	0.9318	93.18%
Ames mutagenesis	+	0.5863	58.63%
Human Ether-a-go-go-Related Gene inhibition	+	0.6488	64.88%
Micronuclear	-	0.5500	55.00%
Hepatotoxicity	+	0.5459	54.59%
skin sensitisation	-	0.7939	79.39%
Respiratory toxicity	+	0.6556	65.56%
Reproductive toxicity	+	0.9333	93.33%
Mitochondrial toxicity	+	0.7875	78.75%
Nephrotoxicity	-	0.6663	66.63%
Acute Oral Toxicity (c)	I	0.4500	45.00%
Estrogen receptor binding	+	0.6721	67.21%
Androgen receptor binding	+	0.8378	83.78%
Thyroid receptor binding	-	0.4948	49.48%
Glucocorticoid receptor binding	+	0.7373	73.73%
Aromatase binding	+	0.6280	62.80%
PPAR gamma	+	0.8425	84.25%
Honey bee toxicity	-	0.8455	84.55%
Biodegradation	-	0.9500	95.00%
Crustacea aquatic toxicity	-	0.5900	59.00%
Fish aquatic toxicity	+	1.0000	100.00%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2581	P07339	Cathepsin D	99.46%	98.95%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	98.31%	91.11%
CHEMBL1293249	Q13887	Kruppel-like factor 5	93.64%	86.33%
CHEMBL3401	O75469	Pregnane X receptor	92.42%	94.73%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	92.22%	95.56%
CHEMBL1293267	Q9HC97	G-protein coupled receptor 35	92.06%	89.34%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	91.65%	95.50%
CHEMBL1806	P11388	DNA topoisomerase II alpha	90.64%	89.00%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	88.07%	96.00%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	87.01%	96.95%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	86.98%	99.15%
CHEMBL3060	Q9Y345	Glycine transporter 2	86.54%	99.17%
CHEMBL4657	Q6V1X1	Dipeptidyl peptidase VIII	85.06%	97.21%
CHEMBL221	P23219	Cyclooxygenase-1	84.81%	90.17%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	84.14%	99.23%

Plants that contains it

• Calophyllum brasiliense
• Kayea elegans
• Mammea americana
• Mesua ferrea

Cross-Links

• PubChem: 5748555
• NPASS: NPC196137
• ChEMBL: CHEMBL511810
• LOTUS: LTS0264702
• wikiData: Q27138336