(2S,3R,4S,5S,6R)-2-[[(1S,3S,7S,8S,9S)-3-hydroxy-2,10-dioxatricyclo[5.3.1.04,8]undec-5-en-9-yl]oxy]-6-(hydroxymethyl)oxane-3,4,5-triol

Details

• Internal ID: 570d15c4-c3e9-4b89-9b79-430b9c1ffcd3
• Taxonomy: Organic oxygen compounds > Organooxygen compounds > Carbohydrates and carbohydrate conjugates > Glycosyl compounds > O-glycosyl compounds
• IUPAC Name: (2S,3R,4S,5S,6R)-2-[[(1S,3S,7S,8S,9S)-3-hydroxy-2,10-dioxatricyclo[5.3.1.04,8]undec-5-en-9-yl]oxy]-6-(hydroxymethyl)oxane-3,4,5-triol
• SMILES (Canonical): C1C2C=CC3C2C(OC1OC3O)OC4C(C(C(C(O4)CO)O)O)O
• SMILES (Isomeric): C1[C@H]2C=CC3[C@H]2[C@@H](O[C@@H]1O[C@@H]3O)O[C@H]4[C@@H]([C@H]([C@@H]([C@H](O4)CO)O)O)O
• InChI: InChI=1S/C15H22O9/c16-4-7-10(17)11(18)12(19)15(21-7)24-14-9-5-1-2-6(9)13(20)22-8(3-5)23-14/h1-2,5-20H,3-4H2/t5-,6?,7-,8+,9+,10-,11+,12-,13+,14+,15+/m1/s1
• InChI Key: HTIXTMCVEPUQLH-ZPNBEITNSA-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): 138.00 Ų
• XlogP: -1.60
• Atomic LogP (AlogP): -2.36
• H-Bond Acceptor: 9
• H-Bond Donor: 5
• Rotatable Bonds: 3

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.6677	66.77%
Caco-2	-	0.8637	86.37%
Blood Brain Barrier	+	0.6250	62.50%
Human oral bioavailability	-	0.8143	81.43%
Subcellular localzation	Mitochondria	0.5049	50.49%
OATP2B1 inhibitior	-	0.8596	85.96%
OATP1B1 inhibitior	+	0.8695	86.95%
OATP1B3 inhibitior	+	0.9662	96.62%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.9500	95.00%
BSEP inhibitior	-	0.9789	97.89%
P-glycoprotein inhibitior	-	0.8886	88.86%
P-glycoprotein substrate	-	0.9214	92.14%
CYP3A4 substrate	+	0.5483	54.83%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8188	81.88%
CYP3A4 inhibition	-	0.9098	90.98%
CYP2C9 inhibition	-	0.9433	94.33%
CYP2C19 inhibition	-	0.8272	82.72%
CYP2D6 inhibition	-	0.8942	89.42%
CYP1A2 inhibition	-	0.9044	90.44%
CYP2C8 inhibition	-	0.7144	71.44%
CYP inhibitory promiscuity	-	0.8171	81.71%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9800	98.00%
Carcinogenicity (trinary)	Non-required	0.6716	67.16%
Eye corrosion	-	0.9891	98.91%
Eye irritation	-	0.9751	97.51%
Skin irritation	-	0.8281	82.81%
Skin corrosion	-	0.9603	96.03%
Ames mutagenesis	-	0.5900	59.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4427	44.27%
Micronuclear	-	0.7041	70.41%
Hepatotoxicity	-	0.7427	74.27%
skin sensitisation	-	0.8977	89.77%
Respiratory toxicity	-	0.6778	67.78%
Reproductive toxicity	+	0.5111	51.11%
Mitochondrial toxicity	-	0.6625	66.25%
Nephrotoxicity	-	0.7802	78.02%
Acute Oral Toxicity (c)	IV	0.3894	38.94%
Estrogen receptor binding	-	0.7302	73.02%
Androgen receptor binding	-	0.5987	59.87%
Thyroid receptor binding	-	0.5425	54.25%
Glucocorticoid receptor binding	-	0.7323	73.23%
Aromatase binding	+	0.6330	63.30%
PPAR gamma	+	0.5703	57.03%
Honey bee toxicity	-	0.7319	73.19%
Biodegradation	-	0.5750	57.50%
Crustacea aquatic toxicity	-	0.7300	73.00%
Fish aquatic toxicity	-	0.5955	59.55%

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	96.44%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	93.18%	96.09%
CHEMBL3137262	O60341	LSD1/CoREST complex	92.85%	97.09%
CHEMBL226	P30542	Adenosine A1 receptor	87.60%	95.93%
CHEMBL1293255	P15428	15-hydroxyprostaglandin dehydrogenase [NAD+]	84.87%	83.57%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	82.58%	86.92%

Plants that contains it

• Crescentia cujete

Cross-Links

• PubChem: 101938462
• LOTUS: LTS0159337
• wikiData: Q105033452