[(2S,3S,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl] (1S,4aS,7aS)-7-methylidene-1-[(2S,3S,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-4a,5,6,7a-tetrahydro-1H-cyclopenta[c]pyran-4-carboxylate

Details

• Internal ID: df7e2bc0-664b-4bec-bfe3-8d228759dc21
• Taxonomy: Organic oxygen compounds > Organooxygen compounds > Carbohydrates and carbohydrate conjugates > Glycosyl compounds > O-glycosyl compounds
• IUPAC Name: [(2S,3S,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl] (1S,4aS,7aS)-7-methylidene-1-[(2S,3S,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-4a,5,6,7a-tetrahydro-1H-cyclopenta[c]pyran-4-carboxylate
• InChI: InChI=1S/C22H32O14/c1-7-2-3-8-9(19(31)35-21-17(29)15(27)13(25)10(4-23)33-21)6-32-20(12(7)8)36-22-18(30)16(28)14(26)11(5-24)34-22/h6,8,10-18,20-30H,1-5H2/t8-,10-,11-,12-,13-,14-,15+,16+,17+,18+,20+,21+,22+/m1/s1
• InChI Key: YHBNXDRLEKDOPO-ZNNNWETFSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₂H₃₂O₁₄
• Molecular Weight: 520.50 g/mol
• Exact Mass: 520.17920569 g/mol
• Topological Polar Surface Area (TPSA): 225.00 Ų
• XlogP: -3.00
• Atomic LogP (AlogP): -4.03
• H-Bond Acceptor: 14
• H-Bond Donor: 8
• Rotatable Bonds: 6

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.6121	61.21%
Caco-2	-	0.9004	90.04%
Blood Brain Barrier	-	0.5250	52.50%
Human oral bioavailability	-	0.7714	77.14%
Subcellular localzation	Mitochondria	0.7291	72.91%
OATP2B1 inhibitior	-	0.8597	85.97%
OATP1B1 inhibitior	+	0.7783	77.83%
OATP1B3 inhibitior	+	0.9486	94.86%
MATE1 inhibitior	-	0.9000	90.00%
OCT2 inhibitior	-	0.8750	87.50%
BSEP inhibitior	-	0.8793	87.93%
P-glycoprotein inhibitior	-	0.6694	66.94%
P-glycoprotein substrate	-	0.9003	90.03%
CYP3A4 substrate	+	0.5836	58.36%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8568	85.68%
CYP3A4 inhibition	-	0.9261	92.61%
CYP2C9 inhibition	-	0.8785	87.85%
CYP2C19 inhibition	-	0.8195	81.95%
CYP2D6 inhibition	-	0.8780	87.80%
CYP1A2 inhibition	-	0.8559	85.59%
CYP2C8 inhibition	-	0.6151	61.51%
CYP inhibitory promiscuity	-	0.8158	81.58%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	1.0000	100.00%
Carcinogenicity (trinary)	Non-required	0.7100	71.00%
Eye corrosion	-	0.9824	98.24%
Eye irritation	-	0.9101	91.01%
Skin irritation	-	0.7876	78.76%
Skin corrosion	-	0.9447	94.47%
Ames mutagenesis	-	0.6170	61.70%
Human Ether-a-go-go-Related Gene inhibition	+	0.6733	67.33%
Micronuclear	-	0.7941	79.41%
Hepatotoxicity	-	0.8000	80.00%
skin sensitisation	-	0.8465	84.65%
Respiratory toxicity	-	0.5444	54.44%
Reproductive toxicity	+	0.7111	71.11%
Mitochondrial toxicity	+	0.5375	53.75%
Nephrotoxicity	-	0.6099	60.99%
Acute Oral Toxicity (c)	III	0.4226	42.26%
Estrogen receptor binding	+	0.6473	64.73%
Androgen receptor binding	+	0.5658	56.58%
Thyroid receptor binding	-	0.5249	52.49%
Glucocorticoid receptor binding	-	0.5552	55.52%
Aromatase binding	+	0.5905	59.05%
PPAR gamma	+	0.5773	57.73%
Honey bee toxicity	-	0.8414	84.14%
Biodegradation	-	0.6500	65.00%
Crustacea aquatic toxicity	-	0.6400	64.00%
Fish aquatic toxicity	-	0.4057	40.57%

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	97.56%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	92.84%	96.09%
CHEMBL3137262	O60341	LSD1/CoREST complex	92.25%	97.09%
CHEMBL3060	Q9Y345	Glycine transporter 2	85.91%	99.17%
CHEMBL5608	Q16288	NT-3 growth factor receptor	83.86%	95.89%
CHEMBL5255	O00206	Toll-like receptor 4	83.79%	92.50%
CHEMBL1806	P11388	DNA topoisomerase II alpha	82.14%	89.00%
CHEMBL1994	P08235	Mineralocorticoid receptor	81.15%	100.00%
CHEMBL253	P34972	Cannabinoid CB2 receptor	80.82%	97.25%
CHEMBL3401	O75469	Pregnane X receptor	80.56%	94.73%

Plants that contains it

• Mackaya bella

Cross-Links

• PubChem: 162969677
• LOTUS: LTS0053072
• wikiData: Q105348341