Mallotojaponin

Details

• Internal ID: 27df46e6-0648-45c1-bd80-88b77f54fc63
• Taxonomy: Benzenoids > Benzene and substituted derivatives > Diphenylmethanes
• IUPAC Name: 1-[3-[[3-acetyl-2,4,6-trihydroxy-5-(3-methylbut-2-enyl)phenyl]methyl]-2,6-dihydroxy-4-methoxy-5-methylphenyl]ethanone
• SMILES (Canonical): CC1=C(C(=C(C(=C1OC)CC2=C(C(=C(C(=C2O)CC=C(C)C)O)C(=O)C)O)O)C(=O)C)O
• SMILES (Isomeric): CC1=C(C(=C(C(=C1OC)CC2=C(C(=C(C(=C2O)CC=C(C)C)O)C(=O)C)O)O)C(=O)C)O
• InChI: InChI=1S/C24H28O8/c1-10(2)7-8-14-20(28)15(22(30)18(13(5)26)21(14)29)9-16-23(31)17(12(4)25)19(27)11(3)24(16)32-6/h7,27-31H,8-9H2,1-6H3
• InChI Key: GEWBQPFQVFANET-UHFFFAOYSA-N
• Popularity: 11 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₄H₂₈O₈
• Molecular Weight: 444.50 g/mol
• Exact Mass: 444.17841785 g/mol
• Topological Polar Surface Area (TPSA): 145.00 Ų
• XlogP: 4.80
• Atomic LogP (AlogP): 4.04
• H-Bond Acceptor: 8
• H-Bond Donor: 5
• Rotatable Bonds: 7

Synonyms

• 86828-07-1
• DTXSID10235846
• 3-(3,3-dimethylallyl)-5-(3-acetyl-2,4-dihydroxy-5-methyl-6-methoxybenzyl)phloroacetophenone
• 1-[3-[[3-acetyl-2,4,6-trihydroxy-5-(3-methylbut-2-enyl)phenyl]methyl]-2,6-dihydroxy-4-methoxy-5-methylphenyl]ethanone
• Ethanone, 1-(3-((3-acetyl-2,4-dihydroxy-6-methoxy-5-methylphenyl)methyl)-2,4,6-trihydroxy-5-(3-methyl-2-butenyl)phenyl)-
• 1-(3-((3-acetyl-2,4,6-trihydroxy-5-(3-methylbut-2-enyl)phenyl)methyl)-2,6-dihydroxy-4-methoxy-5-methylphenyl)ethanone
• RefChem:155427
• DTXCID40158337
• C24H28O8
• CCRIS 7218
• CHEMBL487405
• SCHEMBL29397374
• 1-[3-[(3-acetyl-2,4-dihydroxy-6-methoxy-5-methylphenyl)methyl]-2,4,6-trihydroxy-5-(3-methyl-2-butenyl)phenyl]ethanone
• 1-[3-[[3-acetyl-2,4,6-trihydroxy-5-(3-methylbut-2-enyl)phenyl]methyl]-2,6-dihydroxy-4-methoxy-5-methyl-phenyl]ethanone
• 3-(3,3-(Dimethylallyl)-5-(3-acetyl-2,4-dihydroxy-5-methyl-6-methoxybenzyl)-phloracetophenone)

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9913	99.13%
Caco-2	-	0.6014	60.14%
Blood Brain Barrier	-	0.5250	52.50%
Human oral bioavailability	-	0.5571	55.71%
Subcellular localzation	Mitochondria	0.8091	80.91%
OATP2B1 inhibitior	-	0.7071	70.71%
OATP1B1 inhibitior	+	0.7533	75.33%
OATP1B3 inhibitior	+	0.8336	83.36%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	-	0.8500	85.00%
BSEP inhibitior	-	0.4504	45.04%
P-glycoprotein inhibitior	-	0.5888	58.88%
P-glycoprotein substrate	-	0.8706	87.06%
CYP3A4 substrate	+	0.5134	51.34%
CYP2C9 substrate	-	0.8047	80.47%
CYP2D6 substrate	-	0.7946	79.46%
CYP3A4 inhibition	-	0.7583	75.83%
CYP2C9 inhibition	+	0.8008	80.08%
CYP2C19 inhibition	+	0.8506	85.06%
CYP2D6 inhibition	-	0.6718	67.18%
CYP1A2 inhibition	+	0.7697	76.97%
CYP2C8 inhibition	-	0.7175	71.75%
CYP inhibitory promiscuity	+	0.7442	74.42%
UGT catelyzed	-	0.6000	60.00%
Carcinogenicity (binary)	-	0.7916	79.16%
Carcinogenicity (trinary)	Non-required	0.7707	77.07%
Eye corrosion	-	0.9905	99.05%
Eye irritation	+	0.5743	57.43%
Skin irritation	-	0.8285	82.85%
Skin corrosion	-	0.9487	94.87%
Ames mutagenesis	+	0.5100	51.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.3646	36.46%
Micronuclear	-	0.5200	52.00%
Hepatotoxicity	+	0.6000	60.00%
skin sensitisation	-	0.7020	70.20%
Respiratory toxicity	-	0.5556	55.56%
Reproductive toxicity	+	0.6667	66.67%
Mitochondrial toxicity	-	0.5500	55.00%
Nephrotoxicity	-	0.7974	79.74%
Acute Oral Toxicity (c)	III	0.6282	62.82%
Estrogen receptor binding	+	0.8723	87.23%
Androgen receptor binding	-	0.5756	57.56%
Thyroid receptor binding	-	0.5000	50.00%
Glucocorticoid receptor binding	+	0.6609	66.09%
Aromatase binding	+	0.6021	60.21%
PPAR gamma	+	0.7832	78.32%
Honey bee toxicity	-	0.8698	86.98%
Biodegradation	-	0.7500	75.00%
Crustacea aquatic toxicity	-	0.7500	75.00%
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
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	94.11%	91.11%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	88.48%	96.00%
CHEMBL1293267	Q9HC97	G-protein coupled receptor 35	88.12%	89.34%
CHEMBL4657	Q6V1X1	Dipeptidyl peptidase VIII	87.99%	97.21%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	87.87%	96.95%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	86.56%	94.45%
CHEMBL3401	O75469	Pregnane X receptor	85.82%	94.73%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	85.34%	96.09%
CHEMBL3060	Q9Y345	Glycine transporter 2	84.98%	99.17%
CHEMBL2581	P07339	Cathepsin D	83.18%	98.95%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	81.92%	95.50%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	80.98%	94.33%

Plants that contains it

• Aframomum limbatum
• Andrographis paniculata
• Aristolochia zollingeriana
• Balanophora involucrata
• Bartramia pomiformis
• Beilschmiedia anacardioides
• Cedrus libani
• Cephalaria kotschyi
• Cerinthe minor
• Craspidospermum verticillatum
• Dioscorea japonica
• Ehretia dicksonii
• Hypericum ascyron
• Ixeris stolonifera
• Jacobaea renardii
• Khaya ivorensis
• Khaya senegalensis
• Larix gmelinii var. gmelinii
• Lotus japonicus
• Lupinus verbasciformis
• Mallotus japonicus
• Melaleuca rhaphiophylla
• Senna siamea
• Sextonia rubra
• Triaenophora rupestris
• Virola multinervia

Cross-Links

• PubChem: 122659
• NPASS: NPC215875
• LOTUS: LTS0018987
• wikiData: Q83117750