methyl 5,6-dihydroxy-7-methyl-1-oxo-4,4a,5,6,7,7a-hexahydro-3H-cyclopenta[c]pyran-4-carboxylate

Details

• Internal ID: c6c26d9e-e572-4b8e-9311-b84fab45e805
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene lactones
• IUPAC Name: methyl 5,6-dihydroxy-7-methyl-1-oxo-4,4a,5,6,7,7a-hexahydro-3H-cyclopenta[c]pyran-4-carboxylate
• InChI: InChI=1S/C11H16O6/c1-4-6-7(9(13)8(4)12)5(10(14)16-2)3-17-11(6)15/h4-9,12-13H,3H2,1-2H3
• InChI Key: MVPHXMWOJREBDW-UHFFFAOYSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₁H₁₆O₆
• Molecular Weight: 244.24 g/mol
• Exact Mass: 244.09468823 g/mol
• Topological Polar Surface Area (TPSA): 93.10 Ų
• XlogP: -0.70
• Atomic LogP (AlogP): -1.06
• H-Bond Acceptor: 6
• H-Bond Donor: 2
• Rotatable Bonds: 1

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.4635	46.35%
Caco-2	-	0.6358	63.58%
Blood Brain Barrier	-	0.5750	57.50%
Human oral bioavailability	+	0.6143	61.43%
Subcellular localzation	Mitochondria	0.6798	67.98%
OATP2B1 inhibitior	-	0.8536	85.36%
OATP1B1 inhibitior	+	0.9352	93.52%
OATP1B3 inhibitior	+	0.9566	95.66%
MATE1 inhibitior	-	0.9000	90.00%
OCT2 inhibitior	-	0.9250	92.50%
BSEP inhibitior	-	0.9499	94.99%
P-glycoprotein inhibitior	-	0.9496	94.96%
P-glycoprotein substrate	-	0.8537	85.37%
CYP3A4 substrate	-	0.5054	50.54%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8600	86.00%
CYP3A4 inhibition	-	0.9121	91.21%
CYP2C9 inhibition	-	0.8455	84.55%
CYP2C19 inhibition	-	0.8683	86.83%
CYP2D6 inhibition	-	0.9251	92.51%
CYP1A2 inhibition	-	0.7534	75.34%
CYP2C8 inhibition	-	0.9515	95.15%
CYP inhibitory promiscuity	-	0.9418	94.18%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.9500	95.00%
Carcinogenicity (trinary)	Non-required	0.6891	68.91%
Eye corrosion	-	0.9657	96.57%
Eye irritation	-	0.8474	84.74%
Skin irritation	-	0.7729	77.29%
Skin corrosion	-	0.9326	93.26%
Ames mutagenesis	-	0.5191	51.91%
Human Ether-a-go-go-Related Gene inhibition	-	0.7313	73.13%
Micronuclear	+	0.5400	54.00%
Hepatotoxicity	-	0.5375	53.75%
skin sensitisation	-	0.9093	90.93%
Respiratory toxicity	+	0.5889	58.89%
Reproductive toxicity	-	0.5000	50.00%
Mitochondrial toxicity	+	0.6750	67.50%
Nephrotoxicity	+	0.8171	81.71%
Acute Oral Toxicity (c)	III	0.4805	48.05%
Estrogen receptor binding	-	0.6255	62.55%
Androgen receptor binding	+	0.5247	52.47%
Thyroid receptor binding	-	0.7279	72.79%
Glucocorticoid receptor binding	-	0.5825	58.25%
Aromatase binding	-	0.7824	78.24%
PPAR gamma	-	0.8686	86.86%
Honey bee toxicity	-	0.8267	82.67%
Biodegradation	-	0.6000	60.00%
Crustacea aquatic toxicity	-	0.6400	64.00%
Fish aquatic toxicity	-	0.5452	54.52%

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	94.16%	91.11%
CHEMBL4040	P28482	MAP kinase ERK2	91.72%	83.82%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	91.45%	96.09%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	86.76%	85.14%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	84.59%	99.23%
CHEMBL3267	P48736	PI3-kinase p110-gamma subunit	84.18%	95.71%
CHEMBL340	P08684	Cytochrome P450 3A4	83.72%	91.19%
CHEMBL4481	P35228	Nitric oxide synthase, inducible	83.13%	94.80%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	82.95%	96.77%
CHEMBL1806	P11388	DNA topoisomerase II alpha	82.44%	89.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	82.28%	95.56%
CHEMBL3145	P42338	PI3-kinase p110-beta subunit	81.38%	98.75%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	81.10%	94.33%
CHEMBL2581	P07339	Cathepsin D	80.23%	98.95%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 163192674
• LOTUS: LTS0197437
• wikiData: Q105173222