3-ethenyl-4-(2-hydroxyethyl)-2-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-3,4-dihydro-2H-pyran-5-carboxylic acid

Details

• Internal ID: c509e80d-2fb2-40b7-8229-30cb8593db39
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene glycosides
• IUPAC Name: 3-ethenyl-4-(2-hydroxyethyl)-2-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-3,4-dihydro-2H-pyran-5-carboxylic acid
• InChI: InChI=1S/C16H24O10/c1-2-7-8(3-4-17)9(14(22)23)6-24-15(7)26-16-13(21)12(20)11(19)10(5-18)25-16/h2,6-8,10-13,15-21H,1,3-5H2,(H,22,23)
• InChI Key: BGVGLUAZMDZKEB-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₆H₂₄O₁₀
• Molecular Weight: 376.36 g/mol
• Exact Mass: 376.13694696 g/mol
• Topological Polar Surface Area (TPSA): 166.00 Ų
• XlogP: -1.70
• Atomic LogP (AlogP): -2.07
• H-Bond Acceptor: 9
• H-Bond Donor: 6
• Rotatable Bonds: 7

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.8476	84.76%
Caco-2	-	0.8823	88.23%
Blood Brain Barrier	-	0.5000	50.00%
Human oral bioavailability	-	0.7857	78.57%
Subcellular localzation	Mitochondria	0.7849	78.49%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.7811	78.11%
OATP1B3 inhibitior	+	0.9405	94.05%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.8750	87.50%
BSEP inhibitior	-	0.9435	94.35%
P-glycoprotein inhibitior	-	0.8773	87.73%
P-glycoprotein substrate	-	0.9154	91.54%
CYP3A4 substrate	+	0.5315	53.15%
CYP2C9 substrate	-	0.8052	80.52%
CYP2D6 substrate	-	0.8774	87.74%
CYP3A4 inhibition	-	0.9107	91.07%
CYP2C9 inhibition	-	0.8925	89.25%
CYP2C19 inhibition	-	0.8548	85.48%
CYP2D6 inhibition	-	0.9050	90.50%
CYP1A2 inhibition	-	0.9291	92.91%
CYP2C8 inhibition	-	0.6339	63.39%
CYP inhibitory promiscuity	-	0.9253	92.53%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9800	98.00%
Carcinogenicity (trinary)	Non-required	0.7452	74.52%
Eye corrosion	-	0.9840	98.40%
Eye irritation	-	0.9209	92.09%
Skin irritation	-	0.8086	80.86%
Skin corrosion	-	0.9425	94.25%
Ames mutagenesis	-	0.5571	55.71%
Human Ether-a-go-go-Related Gene inhibition	-	0.5828	58.28%
Micronuclear	-	0.8441	84.41%
Hepatotoxicity	-	0.7555	75.55%
skin sensitisation	-	0.8398	83.98%
Respiratory toxicity	-	0.5444	54.44%
Reproductive toxicity	+	0.5667	56.67%
Mitochondrial toxicity	-	0.5375	53.75%
Nephrotoxicity	+	0.5470	54.70%
Acute Oral Toxicity (c)	III	0.5139	51.39%
Estrogen receptor binding	+	0.5594	55.94%
Androgen receptor binding	-	0.5403	54.03%
Thyroid receptor binding	+	0.5713	57.13%
Glucocorticoid receptor binding	-	0.5409	54.09%
Aromatase binding	+	0.5899	58.99%
PPAR gamma	+	0.5587	55.87%
Honey bee toxicity	-	0.7759	77.59%
Biodegradation	-	0.7250	72.50%
Crustacea aquatic toxicity	-	0.8200	82.00%
Fish aquatic toxicity	-	0.5888	58.88%

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	91.40%	91.11%
CHEMBL1293255	P15428	15-hydroxyprostaglandin dehydrogenase [NAD+]	88.89%	83.57%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	88.84%	96.09%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	87.91%	86.92%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	85.40%	96.00%
CHEMBL3060	Q9Y345	Glycine transporter 2	85.15%	99.17%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	82.90%	95.56%
CHEMBL1806	P11388	DNA topoisomerase II alpha	82.59%	89.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	82.08%	86.33%
CHEMBL3401	O75469	Pregnane X receptor	80.80%	94.73%
CHEMBL1811	P34995	Prostanoid EP1 receptor	80.36%	95.71%

Plants that contains it

• Ophiorrhiza kuroiwai

Cross-Links

• PubChem: 73031194
• LOTUS: LTS0161891
• wikiData: Q104935747