(2R,3R,4S,5S,6R)-6-[[(1S,4aS,5S,7aR)-7-(hydroxymethyl)-1-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-1,4a,5,7a-tetrahydrocyclopenta[c]pyran-5-yl]oxymethyl]oxane-2,3,4,5-tetrol

Details

• Internal ID: e80c16ca-7a33-4741-a5c0-16c18f9d7b03
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene glycosides > Iridoid O-glycosides
• IUPAC Name: (2R,3R,4S,5S,6R)-6-[[(1S,4aS,5S,7aR)-7-(hydroxymethyl)-1-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-1,4a,5,7a-tetrahydrocyclopenta[c]pyran-5-yl]oxymethyl]oxane-2,3,4,5-tetrol
• InChI: InChI=1S/C21H32O14/c22-4-7-3-9(32-6-11-14(25)15(26)17(28)19(30)33-11)8-1-2-31-20(12(7)8)35-21-18(29)16(27)13(24)10(5-23)34-21/h1-3,8-30H,4-6H2/t8-,9-,10-,11-,12+,13-,14-,15+,16+,17-,18-,19-,20+,21+/m1/s1
• InChI Key: KJXRATVCLUJEJR-MBICZANLSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₁H₃₂O₁₄
• Molecular Weight: 508.50 g/mol
• Exact Mass: 508.17920569 g/mol
• Topological Polar Surface Area (TPSA): 228.00 Ų
• XlogP: -5.20
• Atomic LogP (AlogP): -4.98
• H-Bond Acceptor: 14
• H-Bond Donor: 9
• Rotatable Bonds: 7

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.6717	67.17%
Caco-2	-	0.8974	89.74%
Blood Brain Barrier	+	0.5750	57.50%
Human oral bioavailability	-	0.6571	65.71%
Subcellular localzation	Mitochondria	0.5905	59.05%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8348	83.48%
OATP1B3 inhibitior	+	0.9631	96.31%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.9500	95.00%
BSEP inhibitior	-	0.9014	90.14%
P-glycoprotein inhibitior	-	0.7269	72.69%
P-glycoprotein substrate	-	0.7917	79.17%
CYP3A4 substrate	+	0.5782	57.82%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8382	83.82%
CYP3A4 inhibition	-	0.9416	94.16%
CYP2C9 inhibition	-	0.9116	91.16%
CYP2C19 inhibition	-	0.7815	78.15%
CYP2D6 inhibition	-	0.8755	87.55%
CYP1A2 inhibition	-	0.8639	86.39%
CYP2C8 inhibition	-	0.6081	60.81%
CYP inhibitory promiscuity	-	0.6978	69.78%
UGT catelyzed	-	0.6000	60.00%
Carcinogenicity (binary)	-	1.0000	100.00%
Carcinogenicity (trinary)	Non-required	0.6579	65.79%
Eye corrosion	-	0.9890	98.90%
Eye irritation	-	0.9368	93.68%
Skin irritation	-	0.8209	82.09%
Skin corrosion	-	0.9609	96.09%
Ames mutagenesis	-	0.5491	54.91%
Human Ether-a-go-go-Related Gene inhibition	+	0.6794	67.94%
Micronuclear	-	0.7441	74.41%
Hepatotoxicity	-	0.8875	88.75%
skin sensitisation	-	0.8878	88.78%
Respiratory toxicity	-	0.5000	50.00%
Reproductive toxicity	+	0.6444	64.44%
Mitochondrial toxicity	-	0.5750	57.50%
Nephrotoxicity	+	0.4829	48.29%
Acute Oral Toxicity (c)	IV	0.4268	42.68%
Estrogen receptor binding	+	0.5304	53.04%
Androgen receptor binding	-	0.5188	51.88%
Thyroid receptor binding	+	0.5340	53.40%
Glucocorticoid receptor binding	-	0.6042	60.42%
Aromatase binding	+	0.6111	61.11%
PPAR gamma	+	0.6386	63.86%
Honey bee toxicity	-	0.7574	75.74%
Biodegradation	-	0.7250	72.50%
Crustacea aquatic toxicity	-	0.6500	65.00%
Fish aquatic toxicity	-	0.5621	56.21%

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	96.69%	91.11%
CHEMBL226	P30542	Adenosine A1 receptor	92.40%	95.93%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	91.44%	86.92%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	90.73%	96.09%
CHEMBL1293255	P15428	15-hydroxyprostaglandin dehydrogenase [NAD+]	90.47%	83.57%
CHEMBL3401	O75469	Pregnane X receptor	85.11%	94.73%
CHEMBL3137262	O60341	LSD1/CoREST complex	84.33%	97.09%
CHEMBL1075162	Q13304	Uracil nucleotide/cysteinyl leukotriene receptor	82.93%	80.33%
CHEMBL2996	Q05655	Protein kinase C delta	82.23%	97.79%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 163017626
• LOTUS: LTS0263331
• wikiData: Q105142034