(2S,3R,4S,5S,6R)-2-[[(1S,4aR,5R,7S,7aS)-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: 796f89c6-2d5e-4397-82be-b55bf42c1331
• 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,5R,7S,7aS)-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/C14H22O9/c15-4-8-10(18)11(19)12(20)14(22-8)23-13-9-5(1-2-21-13)6(16)3-7(9)17/h1-2,5-20H,3-4H2/t5-,6+,7-,8+,9-,10+,11-,12+,13-,14-/m0/s1
• InChI Key: QEFZHWXDJWRKGB-GEFBKXBWSA-N
• Popularity: 3 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₄H₂₂O₉
• Molecular Weight: 334.32 g/mol
• Exact Mass: 334.12638228 g/mol
• Topological Polar Surface Area (TPSA): 149.00 Ų
• XlogP: -2.40
• Atomic LogP (AlogP): -2.97
• 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	-	0.6569	65.69%
Caco-2	-	0.8787	87.87%
Blood Brain Barrier	+	0.5750	57.50%
Human oral bioavailability	-	0.8143	81.43%
Subcellular localzation	Mitochondria	0.4820	48.20%
OATP2B1 inhibitior	-	0.8590	85.90%
OATP1B1 inhibitior	+	0.8603	86.03%
OATP1B3 inhibitior	+	0.9613	96.13%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.9250	92.50%
BSEP inhibitior	-	0.9808	98.08%
P-glycoprotein inhibitior	-	0.8928	89.28%
P-glycoprotein substrate	-	0.9314	93.14%
CYP3A4 substrate	+	0.5360	53.60%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8087	80.87%
CYP3A4 inhibition	-	0.9279	92.79%
CYP2C9 inhibition	-	0.9664	96.64%
CYP2C19 inhibition	-	0.8918	89.18%
CYP2D6 inhibition	-	0.8883	88.83%
CYP1A2 inhibition	-	0.9181	91.81%
CYP2C8 inhibition	-	0.8349	83.49%
CYP inhibitory promiscuity	-	0.8887	88.87%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.6614	66.14%
Eye corrosion	-	0.9916	99.16%
Eye irritation	-	0.9763	97.63%
Skin irritation	-	0.8237	82.37%
Skin corrosion	-	0.9615	96.15%
Ames mutagenesis	-	0.5800	58.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4462	44.62%
Micronuclear	-	0.7041	70.41%
Hepatotoxicity	-	0.8052	80.52%
skin sensitisation	-	0.9046	90.46%
Respiratory toxicity	-	0.5000	50.00%
Reproductive toxicity	+	0.6444	64.44%
Mitochondrial toxicity	-	0.6250	62.50%
Nephrotoxicity	-	0.6824	68.24%
Acute Oral Toxicity (c)	III	0.4101	41.01%
Estrogen receptor binding	-	0.8305	83.05%
Androgen receptor binding	-	0.6562	65.62%
Thyroid receptor binding	-	0.5489	54.89%
Glucocorticoid receptor binding	-	0.8033	80.33%
Aromatase binding	-	0.4899	48.99%
PPAR gamma	+	0.5872	58.72%
Honey bee toxicity	-	0.7487	74.87%
Biodegradation	-	0.6250	62.50%
Crustacea aquatic toxicity	-	0.7300	73.00%
Fish aquatic toxicity	-	0.7158	71.58%

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	96.85%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	93.47%	96.09%
CHEMBL3137262	O60341	LSD1/CoREST complex	92.55%	97.09%
CHEMBL226	P30542	Adenosine A1 receptor	87.03%	95.93%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	86.26%	86.92%
CHEMBL3476	O15111	Inhibitor of nuclear factor kappa B kinase alpha subunit	84.28%	95.83%
CHEMBL253	P34972	Cannabinoid CB2 receptor	81.22%	97.25%
CHEMBL3589	P55263	Adenosine kinase	80.47%	98.05%

Plants that contains it

• Laggera alata
• Thunbergia alata
• Thunbergia grandiflora

Cross-Links

• PubChem: 101664501
• NPASS: NPC227922
• LOTUS: LTS0255114
• wikiData: Q105219173