7-Hydroxy-7,7a-dimethyl-1-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-1,4a,5,6-tetrahydrocyclopenta[c]pyran-4-carboxylic acid

Details

• Internal ID: d657d97f-f683-4751-bfa7-c7405dc23a00
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene glycosides > Iridoid O-glycosides
• IUPAC Name: 7-hydroxy-7,7a-dimethyl-1-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-1,4a,5,6-tetrahydrocyclopenta[c]pyran-4-carboxylic acid
• InChI: InChI=1S/C17H26O10/c1-16(24)4-3-8-7(13(22)23)6-25-15(17(8,16)2)27-14-12(21)11(20)10(19)9(5-18)26-14/h6,8-12,14-15,18-21,24H,3-5H2,1-2H3,(H,22,23)
• InChI Key: ZVIHKNZXHPDVTM-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₇H₂₆O₁₀
• Molecular Weight: 390.40 g/mol
• Exact Mass: 390.15259702 g/mol
• Topological Polar Surface Area (TPSA): 166.00 Ų
• XlogP: -1.60
• Atomic LogP (AlogP): -1.70
• H-Bond Acceptor: 9
• H-Bond Donor: 6
• Rotatable Bonds: 4

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.7610	76.10%
Caco-2	-	0.7820	78.20%
Blood Brain Barrier	-	0.5250	52.50%
Human oral bioavailability	-	0.7714	77.14%
Subcellular localzation	Mitochondria	0.7301	73.01%
OATP2B1 inhibitior	-	0.8611	86.11%
OATP1B1 inhibitior	+	0.8176	81.76%
OATP1B3 inhibitior	+	0.9072	90.72%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.7879	78.79%
BSEP inhibitior	-	0.9395	93.95%
P-glycoprotein inhibitior	-	0.8538	85.38%
P-glycoprotein substrate	-	0.8989	89.89%
CYP3A4 substrate	+	0.6039	60.39%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8857	88.57%
CYP3A4 inhibition	-	0.9087	90.87%
CYP2C9 inhibition	-	0.8938	89.38%
CYP2C19 inhibition	-	0.9311	93.11%
CYP2D6 inhibition	-	0.9211	92.11%
CYP1A2 inhibition	-	0.8755	87.55%
CYP2C8 inhibition	-	0.7927	79.27%
CYP inhibitory promiscuity	-	0.8878	88.78%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	1.0000	100.00%
Carcinogenicity (trinary)	Non-required	0.6651	66.51%
Eye corrosion	-	0.9915	99.15%
Eye irritation	-	0.9712	97.12%
Skin irritation	-	0.5380	53.80%
Skin corrosion	-	0.9288	92.88%
Ames mutagenesis	-	0.7040	70.40%
Human Ether-a-go-go-Related Gene inhibition	-	0.6897	68.97%
Micronuclear	-	0.8500	85.00%
Hepatotoxicity	-	0.8360	83.60%
skin sensitisation	-	0.8948	89.48%
Respiratory toxicity	+	0.6444	64.44%
Reproductive toxicity	+	0.9222	92.22%
Mitochondrial toxicity	+	0.6000	60.00%
Nephrotoxicity	-	0.6979	69.79%
Acute Oral Toxicity (c)	I	0.4085	40.85%
Estrogen receptor binding	+	0.6675	66.75%
Androgen receptor binding	+	0.5855	58.55%
Thyroid receptor binding	+	0.5417	54.17%
Glucocorticoid receptor binding	-	0.4864	48.64%
Aromatase binding	+	0.6451	64.51%
PPAR gamma	+	0.5744	57.44%
Honey bee toxicity	-	0.8891	88.91%
Biodegradation	-	0.7500	75.00%
Crustacea aquatic toxicity	-	0.7450	74.50%
Fish aquatic toxicity	+	0.7639	76.39%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	97.69%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	96.02%	91.11%
CHEMBL3137262	O60341	LSD1/CoREST complex	89.89%	97.09%
CHEMBL5255	O00206	Toll-like receptor 4	85.36%	92.50%
CHEMBL221	P23219	Cyclooxygenase-1	85.15%	90.17%
CHEMBL1994	P08235	Mineralocorticoid receptor	83.16%	100.00%
CHEMBL3807	P17706	T-cell protein-tyrosine phosphatase	82.34%	93.00%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	81.57%	96.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	80.74%	86.33%
CHEMBL2581	P07339	Cathepsin D	80.03%	98.95%

Plants that contains it

• Schnabelia tetradonta

Cross-Links

• PubChem: 162945453
• LOTUS: LTS0139483
• wikiData: Q105384311