dimethyl 7-hydroxy-1-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-4a,7a-dihydro-1H-cyclopenta[c]pyran-4,7-dicarboxylate

Details

• Internal ID: bed96b41-9855-4434-87c0-17f9122f4e48
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene glycosides > Iridoid O-glycosides
• IUPAC Name: dimethyl 7-hydroxy-1-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-4a,7a-dihydro-1H-cyclopenta[c]pyran-4,7-dicarboxylate
• InChI: InChI=1S/C18H24O12/c1-26-14(23)8-6-28-15(10-7(8)3-4-18(10,25)17(24)27-2)30-16-13(22)12(21)11(20)9(5-19)29-16/h3-4,6-7,9-13,15-16,19-22,25H,5H2,1-2H3
• InChI Key: HHRLQMQDBHPIOK-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₈H₂₄O₁₂
• Molecular Weight: 432.40 g/mol
• Exact Mass: 432.12677620 g/mol
• Topological Polar Surface Area (TPSA): 181.00 Ų
• XlogP: -2.00
• Atomic LogP (AlogP): -3.08
• H-Bond Acceptor: 12
• H-Bond Donor: 5
• Rotatable Bonds: 5

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.5530	55.30%
Caco-2	-	0.8717	87.17%
Blood Brain Barrier	-	0.6000	60.00%
Human oral bioavailability	-	0.7571	75.71%
Subcellular localzation	Mitochondria	0.7235	72.35%
OATP2B1 inhibitior	-	0.8545	85.45%
OATP1B1 inhibitior	+	0.7966	79.66%
OATP1B3 inhibitior	+	0.9536	95.36%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.8500	85.00%
BSEP inhibitior	-	0.8556	85.56%
P-glycoprotein inhibitior	-	0.7419	74.19%
P-glycoprotein substrate	-	0.7854	78.54%
CYP3A4 substrate	+	0.6381	63.81%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8667	86.67%
CYP3A4 inhibition	-	0.9105	91.05%
CYP2C9 inhibition	-	0.9033	90.33%
CYP2C19 inhibition	-	0.8981	89.81%
CYP2D6 inhibition	-	0.9280	92.80%
CYP1A2 inhibition	-	0.9220	92.20%
CYP2C8 inhibition	+	0.4474	44.74%
CYP inhibitory promiscuity	-	0.8275	82.75%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	1.0000	100.00%
Carcinogenicity (trinary)	Non-required	0.6586	65.86%
Eye corrosion	-	0.9873	98.73%
Eye irritation	-	0.9490	94.90%
Skin irritation	-	0.7445	74.45%
Skin corrosion	-	0.9440	94.40%
Ames mutagenesis	-	0.5500	55.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.6420	64.20%
Micronuclear	-	0.5641	56.41%
Hepatotoxicity	-	0.6976	69.76%
skin sensitisation	-	0.8605	86.05%
Respiratory toxicity	+	0.6111	61.11%
Reproductive toxicity	+	0.8556	85.56%
Mitochondrial toxicity	+	0.6500	65.00%
Nephrotoxicity	+	0.5791	57.91%
Acute Oral Toxicity (c)	III	0.4596	45.96%
Estrogen receptor binding	+	0.6734	67.34%
Androgen receptor binding	+	0.5679	56.79%
Thyroid receptor binding	-	0.5168	51.68%
Glucocorticoid receptor binding	-	0.5342	53.42%
Aromatase binding	-	0.5072	50.72%
PPAR gamma	-	0.5616	56.16%
Honey bee toxicity	-	0.8347	83.47%
Biodegradation	-	0.7500	75.00%
Crustacea aquatic toxicity	-	0.7300	73.00%
Fish aquatic toxicity	-	0.4378	43.78%

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	97.42%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	97.25%	96.09%
CHEMBL4208	P20618	Proteasome component C5	90.31%	90.00%
CHEMBL3401	O75469	Pregnane X receptor	89.26%	94.73%
CHEMBL2581	P07339	Cathepsin D	88.57%	98.95%
CHEMBL4040	P28482	MAP kinase ERK2	86.57%	83.82%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	85.47%	96.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	85.30%	86.33%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	84.38%	85.14%
CHEMBL3476	O15111	Inhibitor of nuclear factor kappa B kinase alpha subunit	84.10%	95.83%
CHEMBL1806	P11388	DNA topoisomerase II alpha	83.64%	89.00%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	83.12%	94.45%
CHEMBL5028	O14672	ADAM10	80.98%	97.50%

Plants that contains it

• Tocoyena formosa

Cross-Links

• PubChem: 163006253
• LOTUS: LTS0187535
• wikiData: Q104167873