Malvone A

Details

• Internal ID: 690f47d6-9a28-495e-b412-adac8fffe240
• Taxonomy: Benzenoids > Naphthalenes > Naphthoquinones
• IUPAC Name: 5,6-dihydroxy-3-methoxy-2-methylnaphthalene-1,4-dione
• SMILES (Canonical): CC1=C(C(=O)C2=C(C1=O)C=CC(=C2O)O)OC
• SMILES (Isomeric): CC1=C(C(=O)C2=C(C1=O)C=CC(=C2O)O)OC
• InChI: InChI=1S/C12H10O5/c1-5-9(14)6-3-4-7(13)10(15)8(6)11(16)12(5)17-2/h3-4,13,15H,1-2H3
• InChI Key: OIOGANSTEUPDQT-UHFFFAOYSA-N
• Popularity: 6 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₂H₁₀O₅
• Molecular Weight: 234.20 g/mol
• Exact Mass: 234.05282342 g/mol
• Topological Polar Surface Area (TPSA): 83.80 Ų
• XlogP: 1.80
• Atomic LogP (AlogP): 1.40
• H-Bond Acceptor: 5
• H-Bond Donor: 2
• Rotatable Bonds: 1

Synonyms

• 5,8-dihydroxy-7-methoxy-6-methylnaphthalene-1,2-dione
• CID 16091953
• CHEMBL1915229
• SCHEMBL19452222
• DTXSID70582141
• 2-methyl-3-methoxy-5,6-dihydroxy-1,4-naphthoquinone
• 5,6-dihydroxy-3-methoxy-2-methylnaphthalene-1,4-dione

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9907	99.07%
Caco-2	-	0.7988	79.88%
Blood Brain Barrier	-	0.7500	75.00%
Human oral bioavailability	+	0.6714	67.14%
Subcellular localzation	Mitochondria	0.7456	74.56%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9333	93.33%
OATP1B3 inhibitior	+	0.9714	97.14%
MATE1 inhibitior	-	0.8000	80.00%
OCT2 inhibitior	-	0.9750	97.50%
BSEP inhibitior	-	0.9439	94.39%
P-glycoprotein inhibitior	-	0.9295	92.95%
P-glycoprotein substrate	-	0.9434	94.34%
CYP3A4 substrate	-	0.5347	53.47%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8483	84.83%
CYP3A4 inhibition	-	0.6552	65.52%
CYP2C9 inhibition	+	0.7064	70.64%
CYP2C19 inhibition	+	0.5388	53.88%
CYP2D6 inhibition	-	0.7447	74.47%
CYP1A2 inhibition	+	0.9092	90.92%
CYP2C8 inhibition	-	0.8389	83.89%
CYP inhibitory promiscuity	+	0.6052	60.52%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.8917	89.17%
Carcinogenicity (trinary)	Non-required	0.5572	55.72%
Eye corrosion	-	0.9818	98.18%
Eye irritation	+	0.9325	93.25%
Skin irritation	-	0.5630	56.30%
Skin corrosion	-	0.9160	91.60%
Ames mutagenesis	+	0.6700	67.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.8463	84.63%
Micronuclear	+	0.8300	83.00%
Hepatotoxicity	-	0.5000	50.00%
skin sensitisation	-	0.6188	61.88%
Respiratory toxicity	-	0.5889	58.89%
Reproductive toxicity	+	0.8111	81.11%
Mitochondrial toxicity	+	0.6625	66.25%
Nephrotoxicity	+	0.5126	51.26%
Acute Oral Toxicity (c)	II	0.3970	39.70%
Estrogen receptor binding	+	0.7218	72.18%
Androgen receptor binding	-	0.5200	52.00%
Thyroid receptor binding	-	0.7334	73.34%
Glucocorticoid receptor binding	-	0.6026	60.26%
Aromatase binding	-	0.5453	54.53%
PPAR gamma	-	0.7234	72.34%
Honey bee toxicity	-	0.9440	94.40%
Biodegradation	+	0.5250	52.50%
Crustacea aquatic toxicity	-	0.6400	64.00%
Fish aquatic toxicity	+	0.9884	98.84%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL1951	P21397	Monoamine oxidase A	97.95%	91.49%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	96.02%	91.11%
CHEMBL2581	P07339	Cathepsin D	95.73%	98.95%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	95.52%	95.56%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	88.40%	99.15%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	86.97%	94.00%
CHEMBL3401	O75469	Pregnane X receptor	85.21%	94.73%
CHEMBL2378	P30307	Dual specificity phosphatase Cdc25C	84.86%	96.67%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	84.72%	99.23%
CHEMBL2535	P11166	Glucose transporter	84.25%	98.75%
CHEMBL1806	P11388	DNA topoisomerase II alpha	80.98%	89.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	80.54%	86.33%
CHEMBL4208	P20618	Proteasome component C5	80.20%	90.00%

Plants that contains it

• Ancistrocladus abbreviatus
• Malva sylvestris

Cross-Links

• PubChem: 135542082
• LOTUS: LTS0037701
• wikiData: Q105192635