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

Details

• Internal ID: 2dc84734-b6b2-4deb-b6c9-158c77dfd66a
• Taxonomy: Organic oxygen compounds > Organooxygen compounds > Carbohydrates and carbohydrate conjugates > Glycosyl compounds > O-glycosyl compounds
• IUPAC Name: (2S,3R,4S,5R,6R)-2-[[(1S,4aS,5S,6R,7aS)-5,6-dihydroxy-7-methylidene-4a,5,6,7a-tetrahydro-1H-cyclopenta[c]pyran-1-yl]oxy]-6-(hydroxymethyl)oxane-3,4,5-triol
• InChI: InChI=1S/C15H22O9/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/h2-3,6-21H,1,4H2/t6-,7+,8+,9+,10-,11-,12-,13+,14-,15-/m0/s1
• InChI Key: NZUIJGRMABSDPS-VRXCZATFSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₅H₂₂O₉
• Molecular Weight: 346.33 g/mol
• Exact Mass: 346.12638228 g/mol
• Topological Polar Surface Area (TPSA): 149.00 Ų
• XlogP: -2.70
• Atomic LogP (AlogP): -2.80
• 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	-	0.5852	58.52%
Caco-2	-	0.8661	86.61%
Blood Brain Barrier	+	0.5750	57.50%
Human oral bioavailability	-	0.6857	68.57%
Subcellular localzation	Mitochondria	0.5590	55.90%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8624	86.24%
OATP1B3 inhibitior	+	0.9595	95.95%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.9500	95.00%
BSEP inhibitior	-	0.9839	98.39%
P-glycoprotein inhibitior	-	0.8656	86.56%
P-glycoprotein substrate	-	0.9115	91.15%
CYP3A4 substrate	+	0.5082	50.82%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8272	82.72%
CYP3A4 inhibition	-	0.8517	85.17%
CYP2C9 inhibition	-	0.8910	89.10%
CYP2C19 inhibition	-	0.7883	78.83%
CYP2D6 inhibition	-	0.8841	88.41%
CYP1A2 inhibition	-	0.8531	85.31%
CYP2C8 inhibition	-	0.7421	74.21%
CYP inhibitory promiscuity	-	0.7057	70.57%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	1.0000	100.00%
Carcinogenicity (trinary)	Non-required	0.7082	70.82%
Eye corrosion	-	0.9865	98.65%
Eye irritation	-	0.8865	88.65%
Skin irritation	-	0.7985	79.85%
Skin corrosion	-	0.9553	95.53%
Ames mutagenesis	-	0.5654	56.54%
Human Ether-a-go-go-Related Gene inhibition	-	0.5342	53.42%
Micronuclear	-	0.7141	71.41%
Hepatotoxicity	-	0.8625	86.25%
skin sensitisation	-	0.8562	85.62%
Respiratory toxicity	-	0.6444	64.44%
Reproductive toxicity	+	0.6556	65.56%
Mitochondrial toxicity	-	0.6125	61.25%
Nephrotoxicity	+	0.4645	46.45%
Acute Oral Toxicity (c)	III	0.3858	38.58%
Estrogen receptor binding	-	0.6464	64.64%
Androgen receptor binding	-	0.6229	62.29%
Thyroid receptor binding	+	0.5483	54.83%
Glucocorticoid receptor binding	-	0.6366	63.66%
Aromatase binding	+	0.6375	63.75%
PPAR gamma	+	0.7095	70.95%
Honey bee toxicity	-	0.7153	71.53%
Biodegradation	-	0.5750	57.50%
Crustacea aquatic toxicity	-	0.6550	65.50%
Fish aquatic toxicity	+	0.6646	66.46%

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	94.85%	91.11%
CHEMBL1293255	P15428	15-hydroxyprostaglandin dehydrogenase [NAD+]	87.62%	83.57%
CHEMBL226	P30542	Adenosine A1 receptor	87.00%	95.93%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	86.85%	96.09%
CHEMBL3401	O75469	Pregnane X receptor	86.60%	94.73%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	83.12%	86.92%
CHEMBL1977	P11473	Vitamin D receptor	81.37%	99.43%
CHEMBL3060	Q9Y345	Glycine transporter 2	80.99%	99.17%

Plants that contains it

• Asystasia intrusa

Cross-Links

• PubChem: 162889441
• LOTUS: LTS0212859
• wikiData: Q105188451