6-O-methyl-11,12-dihydrolindbladione

Details

• Internal ID: c276faae-2bd8-46b9-9319-1ac5d27c3510
• Taxonomy: Benzenoids > Naphthalenes > Naphthoquinones
• IUPAC Name: 4,5,7-trihydroxy-6-methoxy-3-(3-oxohexyl)naphthalene-1,2-dione
• InChI: InChI=1S/C17H18O7/c1-3-4-8(18)5-6-9-13(20)12-10(15(22)14(9)21)7-11(19)17(24-2)16(12)23/h7,19-20,23H,3-6H2,1-2H3
• InChI Key: OJXRMXFUEDTZTD-UHFFFAOYSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₇H₁₈O₇
• Molecular Weight: 334.30 g/mol
• Exact Mass: 334.10525291 g/mol
• Topological Polar Surface Area (TPSA): 121.00 Ų
• XlogP: 1.40
• Atomic LogP (AlogP): 2.29
• H-Bond Acceptor: 7
• H-Bond Donor: 3
• Rotatable Bonds: 6

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9814	98.14%
Caco-2	+	0.5081	50.81%
Blood Brain Barrier	-	0.5480	54.80%
Human oral bioavailability	+	0.5857	58.57%
Subcellular localzation	Mitochondria	0.8215	82.15%
OATP2B1 inhibitior	-	0.5700	57.00%
OATP1B1 inhibitior	+	0.8228	82.28%
OATP1B3 inhibitior	+	0.9194	91.94%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.7973	79.73%
BSEP inhibitior	-	0.8513	85.13%
P-glycoprotein inhibitior	-	0.9251	92.51%
P-glycoprotein substrate	-	0.8203	82.03%
CYP3A4 substrate	+	0.5349	53.49%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8141	81.41%
CYP3A4 inhibition	-	0.5671	56.71%
CYP2C9 inhibition	-	0.6674	66.74%
CYP2C19 inhibition	-	0.5871	58.71%
CYP2D6 inhibition	-	0.7701	77.01%
CYP1A2 inhibition	+	0.7738	77.38%
CYP2C8 inhibition	+	0.5628	56.28%
CYP inhibitory promiscuity	+	0.5714	57.14%
UGT catelyzed	+	0.9000	90.00%
Carcinogenicity (binary)	-	0.9286	92.86%
Carcinogenicity (trinary)	Non-required	0.6964	69.64%
Eye corrosion	-	0.9898	98.98%
Eye irritation	+	0.5701	57.01%
Skin irritation	-	0.7460	74.60%
Skin corrosion	-	0.9358	93.58%
Ames mutagenesis	-	0.6637	66.37%
Human Ether-a-go-go-Related Gene inhibition	-	0.6456	64.56%
Micronuclear	-	0.7100	71.00%
Hepatotoxicity	-	0.6035	60.35%
skin sensitisation	-	0.7383	73.83%
Respiratory toxicity	+	0.5333	53.33%
Reproductive toxicity	+	0.8778	87.78%
Mitochondrial toxicity	+	0.6875	68.75%
Nephrotoxicity	-	0.7195	71.95%
Acute Oral Toxicity (c)	III	0.3929	39.29%
Estrogen receptor binding	+	0.8016	80.16%
Androgen receptor binding	-	0.5338	53.38%
Thyroid receptor binding	-	0.6454	64.54%
Glucocorticoid receptor binding	+	0.8034	80.34%
Aromatase binding	-	0.5000	50.00%
PPAR gamma	+	0.7628	76.28%
Honey bee toxicity	-	0.9336	93.36%
Biodegradation	-	0.6500	65.00%
Crustacea aquatic toxicity	-	0.6000	60.00%
Fish aquatic toxicity	+	0.9963	99.63%

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	98.75%	91.11%
CHEMBL2581	P07339	Cathepsin D	97.43%	98.95%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	91.58%	96.09%
CHEMBL1806	P11388	DNA topoisomerase II alpha	91.56%	89.00%
CHEMBL3060	Q9Y345	Glycine transporter 2	89.13%	99.17%
CHEMBL335	P18031	Protein-tyrosine phosphatase 1B	88.74%	95.17%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	88.48%	99.23%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	85.45%	95.56%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	83.21%	94.00%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	82.85%	94.45%
CHEMBL2535	P11166	Glucose transporter	82.44%	98.75%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	81.81%	82.69%
CHEMBL4208	P20618	Proteasome component C5	81.39%	90.00%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	80.85%	96.00%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 10882195
• LOTUS: LTS0013206
• wikiData: Q104193440