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

Details

• Internal ID: 0aa36e41-1d89-45fd-a613-db7be1eeb055
• Taxonomy: Organic oxygen compounds > Organooxygen compounds > Carbohydrates and carbohydrate conjugates > Glycosyl compounds > O-glycosyl compounds
• IUPAC Name: (1S,4aR,5S,6R,7R,7aS)-1-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-1,4a,5,6,7,7a-hexahydrocyclopenta[c]pyran-5,6,7-triol
• InChI: InChI=1S/C14H22O10/c15-3-5-8(17)11(20)12(21)14(23-5)24-13-6-4(1-2-22-13)7(16)10(19)9(6)18/h1-2,4-21H,3H2/t4-,5-,6+,7+,8-,9-,10-,11+,12-,13+,14+/m1/s1
• InChI Key: YZEQIXSOBPPRCV-CKMYOLOSSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₄H₂₂O₁₀
• Molecular Weight: 350.32 g/mol
• Exact Mass: 350.12129689 g/mol
• Topological Polar Surface Area (TPSA): 169.00 Ų
• XlogP: -3.30
• Atomic LogP (AlogP): -4.00
• H-Bond Acceptor: 10
• H-Bond Donor: 7
• Rotatable Bonds: 3

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.6950	69.50%
Caco-2	-	0.8914	89.14%
Blood Brain Barrier	+	0.5750	57.50%
Human oral bioavailability	-	0.7143	71.43%
Subcellular localzation	Mitochondria	0.5522	55.22%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8908	89.08%
OATP1B3 inhibitior	+	0.9669	96.69%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.9500	95.00%
BSEP inhibitior	-	0.9697	96.97%
P-glycoprotein inhibitior	-	0.8872	88.72%
P-glycoprotein substrate	-	0.9565	95.65%
CYP3A4 substrate	-	0.5249	52.49%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8252	82.52%
CYP3A4 inhibition	-	0.9230	92.30%
CYP2C9 inhibition	-	0.9481	94.81%
CYP2C19 inhibition	-	0.8505	85.05%
CYP2D6 inhibition	-	0.8959	89.59%
CYP1A2 inhibition	-	0.9033	90.33%
CYP2C8 inhibition	-	0.8230	82.30%
CYP inhibitory promiscuity	-	0.7954	79.54%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.6517	65.17%
Eye corrosion	-	0.9901	99.01%
Eye irritation	-	0.9574	95.74%
Skin irritation	-	0.8374	83.74%
Skin corrosion	-	0.9653	96.53%
Ames mutagenesis	-	0.6100	61.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4827	48.27%
Micronuclear	-	0.7041	70.41%
Hepatotoxicity	-	0.8750	87.50%
skin sensitisation	-	0.9044	90.44%
Respiratory toxicity	-	0.6333	63.33%
Reproductive toxicity	+	0.5111	51.11%
Mitochondrial toxicity	-	0.6625	66.25%
Nephrotoxicity	-	0.5548	55.48%
Acute Oral Toxicity (c)	IV	0.4363	43.63%
Estrogen receptor binding	-	0.8659	86.59%
Androgen receptor binding	-	0.7282	72.82%
Thyroid receptor binding	-	0.5617	56.17%
Glucocorticoid receptor binding	-	0.7986	79.86%
Aromatase binding	-	0.4881	48.81%
PPAR gamma	+	0.5897	58.97%
Honey bee toxicity	-	0.6005	60.05%
Biodegradation	-	0.5500	55.00%
Crustacea aquatic toxicity	-	0.7700	77.00%
Fish aquatic toxicity	-	0.6294	62.94%

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	93.90%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	92.54%	96.09%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	87.75%	86.92%
CHEMBL253	P34972	Cannabinoid CB2 receptor	81.56%	97.25%
CHEMBL218	P21554	Cannabinoid CB1 receptor	80.52%	96.61%
CHEMBL3401	O75469	Pregnane X receptor	80.48%	94.73%
CHEMBL1293255	P15428	15-hydroxyprostaglandin dehydrogenase [NAD+]	80.35%	83.57%
CHEMBL226	P30542	Adenosine A1 receptor	80.31%	95.93%
CHEMBL3137262	O60341	LSD1/CoREST complex	80.21%	97.09%

Plants that contains it

• Retzia capensis

Cross-Links

• PubChem: 163046237
• LOTUS: LTS0147562
• wikiData: Q105369167