6''-hydroxy-(R)-mitorubrinic acid

Details

• Internal ID: 3c93b7b8-0ed1-4b54-9da5-e86efd78a316
• Taxonomy: Organoheterocyclic compounds > Azaphilones
• IUPAC Name: 3-[(7R)-7-methyl-6,8-dioxo-7-(3,4,6-trihydroxy-2-methylbenzoyl)oxyisochromen-3-yl]prop-2-enoic acid
• InChI: InChI=1S/C21H16O10/c1-9-17(13(22)7-14(23)18(9)27)20(29)31-21(2)15(24)6-10-5-11(3-4-16(25)26)30-8-12(10)19(21)28/h3-8,22-23,27H,1-2H3,(H,25,26)/t21-/m1/s1
• InChI Key: ZAJQEGMVTZBMAY-OAQYLSRUSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₁H₁₆O₁₀
• Molecular Weight: 428.30 g/mol
• Exact Mass: 428.07434670 g/mol
• Topological Polar Surface Area (TPSA): 168.00 Ų
• XlogP: 1.80
• Atomic LogP (AlogP): 1.54
• H-Bond Acceptor: 9
• H-Bond Donor: 4
• Rotatable Bonds: 4

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9218	92.18%
Caco-2	-	0.7945	79.45%
Blood Brain Barrier	-	0.8750	87.50%
Human oral bioavailability	+	0.5286	52.86%
Subcellular localzation	Mitochondria	0.6862	68.62%
OATP2B1 inhibitior	-	0.5769	57.69%
OATP1B1 inhibitior	+	0.7289	72.89%
OATP1B3 inhibitior	+	0.9586	95.86%
MATE1 inhibitior	-	0.7800	78.00%
OCT2 inhibitior	-	0.9000	90.00%
BSEP inhibitior	+	0.7347	73.47%
P-glycoprotein inhibitior	-	0.5516	55.16%
P-glycoprotein substrate	-	0.7026	70.26%
CYP3A4 substrate	+	0.6394	63.94%
CYP2C9 substrate	-	0.8002	80.02%
CYP2D6 substrate	-	0.8940	89.40%
CYP3A4 inhibition	-	0.7856	78.56%
CYP2C9 inhibition	-	0.5754	57.54%
CYP2C19 inhibition	-	0.6345	63.45%
CYP2D6 inhibition	-	0.8845	88.45%
CYP1A2 inhibition	-	0.7161	71.61%
CYP2C8 inhibition	+	0.6793	67.93%
CYP inhibitory promiscuity	-	0.5379	53.79%
UGT catelyzed	+	0.9000	90.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.4804	48.04%
Eye corrosion	-	0.9854	98.54%
Eye irritation	-	0.6721	67.21%
Skin irritation	-	0.5987	59.87%
Skin corrosion	-	0.9087	90.87%
Ames mutagenesis	+	0.6146	61.46%
Human Ether-a-go-go-Related Gene inhibition	+	0.7377	73.77%
Micronuclear	+	0.7900	79.00%
Hepatotoxicity	+	0.6177	61.77%
skin sensitisation	-	0.7175	71.75%
Respiratory toxicity	+	0.6444	64.44%
Reproductive toxicity	+	0.8667	86.67%
Mitochondrial toxicity	+	0.7125	71.25%
Nephrotoxicity	-	0.7330	73.30%
Acute Oral Toxicity (c)	III	0.5092	50.92%
Estrogen receptor binding	+	0.8066	80.66%
Androgen receptor binding	+	0.7969	79.69%
Thyroid receptor binding	-	0.5597	55.97%
Glucocorticoid receptor binding	+	0.7510	75.10%
Aromatase binding	-	0.6484	64.84%
PPAR gamma	+	0.7272	72.72%
Honey bee toxicity	-	0.8865	88.65%
Biodegradation	-	0.8750	87.50%
Crustacea aquatic toxicity	-	0.5100	51.00%
Fish aquatic toxicity	+	0.9834	98.34%

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	98.92%	91.11%
CHEMBL1293249	Q13887	Kruppel-like factor 5	93.00%	86.33%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	91.03%	94.45%
CHEMBL3401	O75469	Pregnane X receptor	87.98%	94.73%
CHEMBL4481	P35228	Nitric oxide synthase, inducible	87.89%	94.80%
CHEMBL1806	P11388	DNA topoisomerase II alpha	87.84%	89.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	87.70%	95.56%
CHEMBL3194	P02766	Transthyretin	86.43%	90.71%
CHEMBL2345	P51812	Ribosomal protein S6 kinase alpha 3	86.31%	95.64%
CHEMBL2581	P07339	Cathepsin D	85.53%	98.95%
CHEMBL2288	Q13526	Peptidyl-prolyl cis-trans isomerase NIMA-interacting 1	83.82%	91.71%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	82.16%	99.23%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	81.89%	99.15%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	81.62%	96.00%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	80.25%	95.50%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 139587013
• LOTUS: LTS0175226
• wikiData: Q77519451