2-[(5,6-Dihydroxy-7-methyl-1,4a,5,6,7,7a-hexahydrocyclopenta[c]pyran-1-yl)oxy]-6-(hydroxymethyl)oxane-3,4,5-triol

Details

• Internal ID: fe71addb-647c-4231-9840-0386dd03fdda
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene glycosides > Iridoid O-glycosides
• IUPAC Name: 2-[(5,6-dihydroxy-7-methyl-1,4a,5,6,7,7a-hexahydrocyclopenta[c]pyran-1-yl)oxy]-6-(hydroxymethyl)oxane-3,4,5-triol
• InChI: InChI=1S/C15H24O9/c1-5-8-6(10(18)9(5)17)2-3-22-14(8)24-15-13(21)12(20)11(19)7(4-16)23-15/h2-3,5-21H,4H2,1H3
• InChI Key: PVNCIZYCWIYOJP-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₅H₂₄O₉
• Molecular Weight: 348.34 g/mol
• Exact Mass: 348.14203234 g/mol
• Topological Polar Surface Area (TPSA): 149.00 Ų
• XlogP: -1.90
• Atomic LogP (AlogP): -2.72
• H-Bond Acceptor: 9
• H-Bond Donor: 6
• Rotatable Bonds: 3

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.6618	66.18%
Caco-2	-	0.8716	87.16%
Blood Brain Barrier	+	0.5250	52.50%
Human oral bioavailability	-	0.7857	78.57%
Subcellular localzation	Mitochondria	0.5924	59.24%
OATP2B1 inhibitior	-	0.8600	86.00%
OATP1B1 inhibitior	+	0.8372	83.72%
OATP1B3 inhibitior	+	0.9719	97.19%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.9500	95.00%
BSEP inhibitior	-	0.9628	96.28%
P-glycoprotein inhibitior	-	0.8897	88.97%
P-glycoprotein substrate	-	0.9278	92.78%
CYP3A4 substrate	+	0.5182	51.82%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8379	83.79%
CYP3A4 inhibition	-	0.9314	93.14%
CYP2C9 inhibition	-	0.9453	94.53%
CYP2C19 inhibition	-	0.8832	88.32%
CYP2D6 inhibition	-	0.9209	92.09%
CYP1A2 inhibition	-	0.8979	89.79%
CYP2C8 inhibition	-	0.8658	86.58%
CYP inhibitory promiscuity	-	0.7398	73.98%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.6295	62.95%
Eye corrosion	-	0.9905	99.05%
Eye irritation	-	0.9807	98.07%
Skin irritation	-	0.8391	83.91%
Skin corrosion	-	0.9625	96.25%
Ames mutagenesis	-	0.6454	64.54%
Human Ether-a-go-go-Related Gene inhibition	-	0.4407	44.07%
Micronuclear	-	0.7041	70.41%
Hepatotoxicity	-	0.8375	83.75%
skin sensitisation	-	0.9132	91.32%
Respiratory toxicity	-	0.6556	65.56%
Reproductive toxicity	+	0.5333	53.33%
Mitochondrial toxicity	-	0.6500	65.00%
Nephrotoxicity	-	0.6320	63.20%
Acute Oral Toxicity (c)	III	0.4667	46.67%
Estrogen receptor binding	-	0.7897	78.97%
Androgen receptor binding	-	0.7427	74.27%
Thyroid receptor binding	-	0.5366	53.66%
Glucocorticoid receptor binding	-	0.7129	71.29%
Aromatase binding	-	0.5000	50.00%
PPAR gamma	+	0.5877	58.77%
Honey bee toxicity	-	0.5988	59.88%
Biodegradation	-	0.5500	55.00%
Crustacea aquatic toxicity	-	0.6800	68.00%
Fish aquatic toxicity	-	0.6189	61.89%

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	93.98%	96.09%
CHEMBL1293255	P15428	15-hydroxyprostaglandin dehydrogenase [NAD+]	93.93%	83.57%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	88.96%	86.92%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	88.24%	91.11%
CHEMBL3401	O75469	Pregnane X receptor	88.08%	94.73%
CHEMBL226	P30542	Adenosine A1 receptor	80.95%	95.93%
CHEMBL3476	O15111	Inhibitor of nuclear factor kappa B kinase alpha subunit	80.86%	95.83%

Plants that contains it

• Angelonia integerrima

Cross-Links

• PubChem: 163023534
• LOTUS: LTS0178662
• wikiData: Q105215529