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

Details

• Internal ID: 73632cd5-c953-4d9f-86e0-0ea5f9f4d46e
• Taxonomy: Organic oxygen compounds > Organooxygen compounds > Carbohydrates and carbohydrate conjugates > Glycosyl compounds > O-glycosyl compounds
• IUPAC Name: (2S,3R,4S,5S,6R)-2-[[(1S,4aR,5S,6R,7R,7aS)-6-chloro-5,7-dihydroxy-1,4a,5,6,7,7a-hexahydrocyclopenta[c]pyran-1-yl]oxy]-6-(hydroxymethyl)oxane-3,4,5-triol
• InChI: InChI=1S/C14H21ClO9/c15-7-8(17)4-1-2-22-13(6(4)10(7)19)24-14-12(21)11(20)9(18)5(3-16)23-14/h1-2,4-14,16-21H,3H2/t4-,5-,6+,7-,8+,9-,10-,11+,12-,13+,14+/m1/s1
• InChI Key: UQIIRUVWWCGLJA-YJHITKDPSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₄H₂₁ClO₉
• Molecular Weight: 368.76 g/mol
• Exact Mass: 368.0874099 g/mol
• Topological Polar Surface Area (TPSA): 149.00 Ų
• XlogP: -2.10
• Atomic LogP (AlogP): -2.75
• 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	-	0.4726	47.26%
Caco-2	-	0.8966	89.66%
Blood Brain Barrier	+	0.6750	67.50%
Human oral bioavailability	-	0.7857	78.57%
Subcellular localzation	Mitochondria	0.5079	50.79%
OATP2B1 inhibitior	-	0.8596	85.96%
OATP1B1 inhibitior	+	0.8685	86.85%
OATP1B3 inhibitior	+	0.9481	94.81%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	0.9500	95.00%
BSEP inhibitior	-	0.9498	94.98%
P-glycoprotein inhibitior	-	0.8837	88.37%
P-glycoprotein substrate	-	0.9380	93.80%
CYP3A4 substrate	+	0.5336	53.36%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8299	82.99%
CYP3A4 inhibition	-	0.8393	83.93%
CYP2C9 inhibition	-	0.8828	88.28%
CYP2C19 inhibition	-	0.7121	71.21%
CYP2D6 inhibition	-	0.8328	83.28%
CYP1A2 inhibition	-	0.8056	80.56%
CYP2C8 inhibition	-	0.7448	74.48%
CYP inhibitory promiscuity	-	0.6748	67.48%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.8638	86.38%
Carcinogenicity (trinary)	Non-required	0.5598	55.98%
Eye corrosion	-	0.9862	98.62%
Eye irritation	-	0.9706	97.06%
Skin irritation	-	0.7921	79.21%
Skin corrosion	-	0.9386	93.86%
Ames mutagenesis	-	0.5300	53.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.3715	37.15%
Micronuclear	-	0.7141	71.41%
Hepatotoxicity	-	0.8625	86.25%
skin sensitisation	-	0.8761	87.61%
Respiratory toxicity	-	0.6333	63.33%
Reproductive toxicity	+	0.5444	54.44%
Mitochondrial toxicity	-	0.6250	62.50%
Nephrotoxicity	+	0.5436	54.36%
Acute Oral Toxicity (c)	III	0.3865	38.65%
Estrogen receptor binding	-	0.7914	79.14%
Androgen receptor binding	-	0.6681	66.81%
Thyroid receptor binding	+	0.5237	52.37%
Glucocorticoid receptor binding	-	0.6674	66.74%
Aromatase binding	+	0.5666	56.66%
PPAR gamma	+	0.6667	66.67%
Honey bee toxicity	+	0.5819	58.19%
Biodegradation	-	0.5750	57.50%
Crustacea aquatic toxicity	-	0.6400	64.00%
Fish aquatic toxicity	+	0.6597	65.97%

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	94.70%	91.11%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	91.11%	86.92%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	89.44%	96.09%
CHEMBL226	P30542	Adenosine A1 receptor	88.44%	95.93%
CHEMBL3401	O75469	Pregnane X receptor	83.82%	94.73%

Plants that contains it

• Retzia capensis

Cross-Links

• PubChem: 162962982
• LOTUS: LTS0275794
• wikiData: Q105277265