Mallotochromene

Details

• Internal ID: 0d9e1980-a11f-4250-abc3-21a27be17b90
• Taxonomy: Organic oxygen compounds > Organooxygen compounds > Carbonyl compounds > Phenylketones > Alkyl-phenylketones
• IUPAC Name: 1-[3-[(8-acetyl-5,7-dihydroxy-2,2-dimethylchromen-6-yl)methyl]-2,6-dihydroxy-4-methoxy-5-methylphenyl]ethanone
• SMILES (Canonical): CC1=C(C(=C(C(=C1OC)CC2=C(C(=C3C(=C2O)C=CC(O3)(C)C)C(=O)C)O)O)C(=O)C)O
• SMILES (Isomeric): CC1=C(C(=C(C(=C1OC)CC2=C(C(=C3C(=C2O)C=CC(O3)(C)C)C(=O)C)O)O)C(=O)C)O
• InChI: InChI=1S/C24H26O8/c1-10-18(27)16(11(2)25)21(30)15(22(10)31-6)9-14-19(28)13-7-8-24(4,5)32-23(13)17(12(3)26)20(14)29/h7-8,27-30H,9H2,1-6H3
• InChI Key: DIXWVWLWNGDQEC-UHFFFAOYSA-N
• Popularity: 5 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₄H₂₆O₈
• Molecular Weight: 442.50 g/mol
• Exact Mass: 442.16276778 g/mol
• Topological Polar Surface Area (TPSA): 134.00 Ų
• XlogP: 4.20
• Atomic LogP (AlogP): 4.01
• H-Bond Acceptor: 8
• H-Bond Donor: 4
• Rotatable Bonds: 5

Synonyms

• 98569-62-1
• 8-Acetyl-5,7-dihydroxy-6-(3-acetyl-2,4-dihydroxy-5-methyl-6-methoxybenzyl)-2,2-dimethylchromene
• 8Q7ZTX539B
• CHEBI:6656
• CHEMBL521361
• 1-[3-[(8-acetyl-5,7-dihydroxy-2,2-dimethyl-chromen-6-yl)methyl]-2,6-dihydroxy-4-methoxy-5-methyl-phenyl]ethanone
• AC1L2R8I
• AC1Q5D3U
• Ethanone, 1-(3-((8-acetyl-5,7-dihydroxy-2,2-dimethyl-2H-1-benzopyran-6-yl)methyl)-2,6-dihydroxy-4-methoxy-5-methylphenyl)-
• Ethanone, 1-[3-[(8-acetyl-5,7-dihydroxy-2,2-dimethyl-2H-1-benzopyran-6-yl)methyl]-2,6-dihydroxy-4-methoxy-5-methylphenyl]-
• UNII-8Q7ZTX539B
• DTXSID60243719
• 1-[3-[(8-acetyl-5,7-dihydroxy-2,2-dimethylchromen-6-yl)methyl]-2,6-dihydroxy-4-methoxy-5-methylphenyl]ethanone
• C09013
• Q15426205
• 1-(3-((8-ACETYL-5,7-DIHYDROXY-2,2-DIMETHYL-2H-1-BENZOPYRAN-6-YL)METHYL)-2,6-DIHYDROXY-4-METHOXY-5-METHYLPHENYL)ETHANONE
• 1-{6-[(3-acetyl-2,4-dihydroxy-6-methoxy-5-methylphenyl)methyl]-5,7-dihydroxy-2,2-dimethyl-2H-chromen-8-yl}ethan-1-one

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9578	95.78%
Caco-2	-	0.6303	63.03%
Blood Brain Barrier	-	0.5250	52.50%
Human oral bioavailability	-	0.5143	51.43%
Subcellular localzation	Mitochondria	0.6713	67.13%
OATP2B1 inhibitior	-	0.7134	71.34%
OATP1B1 inhibitior	+	0.6922	69.22%
OATP1B3 inhibitior	+	0.9056	90.56%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.8250	82.50%
BSEP inhibitior	+	0.6645	66.45%
P-glycoprotein inhibitior	-	0.5846	58.46%
P-glycoprotein substrate	-	0.7069	70.69%
CYP3A4 substrate	+	0.6111	61.11%
CYP2C9 substrate	-	0.7981	79.81%
CYP2D6 substrate	-	0.8063	80.63%
CYP3A4 inhibition	-	0.6478	64.78%
CYP2C9 inhibition	+	0.5944	59.44%
CYP2C19 inhibition	-	0.5117	51.17%
CYP2D6 inhibition	-	0.8310	83.10%
CYP1A2 inhibition	+	0.8665	86.65%
CYP2C8 inhibition	+	0.4782	47.82%
CYP inhibitory promiscuity	+	0.6452	64.52%
UGT catelyzed	-	0.6000	60.00%
Carcinogenicity (binary)	-	0.9500	95.00%
Carcinogenicity (trinary)	Non-required	0.6217	62.17%
Eye corrosion	-	0.9866	98.66%
Eye irritation	+	0.5519	55.19%
Skin irritation	-	0.8082	80.82%
Skin corrosion	-	0.9398	93.98%
Ames mutagenesis	+	0.7200	72.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5358	53.58%
Micronuclear	+	0.5600	56.00%
Hepatotoxicity	-	0.5410	54.10%
skin sensitisation	-	0.8328	83.28%
Respiratory toxicity	-	0.5778	57.78%
Reproductive toxicity	+	0.7667	76.67%
Mitochondrial toxicity	+	0.6250	62.50%
Nephrotoxicity	-	0.8483	84.83%
Acute Oral Toxicity (c)	III	0.5869	58.69%
Estrogen receptor binding	+	0.9056	90.56%
Androgen receptor binding	-	0.5231	52.31%
Thyroid receptor binding	+	0.5927	59.27%
Glucocorticoid receptor binding	+	0.7454	74.54%
Aromatase binding	+	0.6343	63.43%
PPAR gamma	+	0.7658	76.58%
Honey bee toxicity	-	0.8496	84.96%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	-	0.6900	69.00%
Fish aquatic toxicity	+	0.9777	97.77%

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	98.47%	91.11%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	95.31%	94.45%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	94.64%	96.09%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	86.68%	94.00%
CHEMBL1806	P11388	DNA topoisomerase II alpha	86.56%	89.00%
CHEMBL3401	O75469	Pregnane X receptor	86.53%	94.73%
CHEMBL4208	P20618	Proteasome component C5	85.72%	90.00%
CHEMBL2581	P07339	Cathepsin D	85.38%	98.95%
CHEMBL3060	Q9Y345	Glycine transporter 2	84.44%	99.17%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	82.32%	96.00%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	82.06%	91.07%
CHEMBL4657	Q6V1X1	Dipeptidyl peptidase VIII	81.77%	97.21%

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: 126969
• NPASS: NPC248995
• LOTUS: LTS0237283
• wikiData: Q15426205