(2R,3S,4S)-3,4-dihydroxy-2-[(2S,3S,4S,5R,6S)-2,4,5-trihydroxy-6-methyloxan-3-yl]oxy-3,4-dihydro-2H-pyran-6-carboxylic acid

Details

• Internal ID: b1b0571d-f556-462e-8a4d-0c4a84ac8057
• Taxonomy: Organic oxygen compounds > Organooxygen compounds > Carbohydrates and carbohydrate conjugates > Disaccharides
• IUPAC Name: (2R,3S,4S)-3,4-dihydroxy-2-[(2S,3S,4S,5R,6S)-2,4,5-trihydroxy-6-methyloxan-3-yl]oxy-3,4-dihydro-2H-pyran-6-carboxylic acid
• SMILES (Canonical): CC1C(C(C(C(O1)O)OC2C(C(C=C(O2)C(=O)O)O)O)O)O
• SMILES (Isomeric): C[C@H]1[C@@H]([C@@H]([C@@H]([C@H](O1)O)O[C@H]2[C@H]([C@H](C=C(O2)C(=O)O)O)O)O)O
• InChI: InChI=1S/C12H18O10/c1-3-6(14)8(16)9(11(19)20-3)22-12-7(15)4(13)2-5(21-12)10(17)18/h2-4,6-9,11-16,19H,1H3,(H,17,18)/t3-,4-,6-,7-,8-,9-,11-,12-/m0/s1
• InChI Key: PBUKNNGDHZLXKG-RTGJMWHTSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₂H₁₈O₁₀
• Molecular Weight: 322.26 g/mol
• Exact Mass: 322.08999677 g/mol
• Topological Polar Surface Area (TPSA): 166.00 Ų
• XlogP: -2.80
• Atomic LogP (AlogP): -3.12
• 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	+	0.6210	62.10%
Caco-2	-	0.9035	90.35%
Blood Brain Barrier	-	0.6250	62.50%
Human oral bioavailability	-	0.6429	64.29%
Subcellular localzation	Mitochondria	0.7229	72.29%
OATP2B1 inhibitior	-	0.8596	85.96%
OATP1B1 inhibitior	+	0.8945	89.45%
OATP1B3 inhibitior	+	0.9618	96.18%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	-	0.9750	97.50%
BSEP inhibitior	-	0.9684	96.84%
P-glycoprotein inhibitior	-	0.9128	91.28%
P-glycoprotein substrate	-	0.9049	90.49%
CYP3A4 substrate	-	0.5326	53.26%
CYP2C9 substrate	-	0.8090	80.90%
CYP2D6 substrate	-	0.8894	88.94%
CYP3A4 inhibition	-	0.8728	87.28%
CYP2C9 inhibition	-	0.9128	91.28%
CYP2C19 inhibition	-	0.8537	85.37%
CYP2D6 inhibition	-	0.9535	95.35%
CYP1A2 inhibition	-	0.8780	87.80%
CYP2C8 inhibition	-	0.9255	92.55%
CYP inhibitory promiscuity	-	0.6046	60.46%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9200	92.00%
Carcinogenicity (trinary)	Non-required	0.4869	48.69%
Eye corrosion	-	0.9728	97.28%
Eye irritation	-	0.9099	90.99%
Skin irritation	-	0.6154	61.54%
Skin corrosion	-	0.9181	91.81%
Ames mutagenesis	-	0.7054	70.54%
Human Ether-a-go-go-Related Gene inhibition	-	0.7230	72.30%
Micronuclear	+	0.5700	57.00%
Hepatotoxicity	-	0.5198	51.98%
skin sensitisation	-	0.8169	81.69%
Respiratory toxicity	-	0.5111	51.11%
Reproductive toxicity	-	0.5000	50.00%
Mitochondrial toxicity	-	0.6875	68.75%
Nephrotoxicity	-	0.7056	70.56%
Acute Oral Toxicity (c)	III	0.4988	49.88%
Estrogen receptor binding	-	0.6576	65.76%
Androgen receptor binding	-	0.8017	80.17%
Thyroid receptor binding	-	0.5373	53.73%
Glucocorticoid receptor binding	-	0.7060	70.60%
Aromatase binding	-	0.5523	55.23%
PPAR gamma	-	0.5418	54.18%
Honey bee toxicity	-	0.8571	85.71%
Biodegradation	-	0.6750	67.50%
Crustacea aquatic toxicity	-	0.6100	61.00%
Fish aquatic toxicity	+	0.7460	74.60%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	91.88%	96.09%
CHEMBL1293277	O15118	Niemann-Pick C1 protein	88.40%	81.11%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	84.91%	91.11%
CHEMBL1293249	Q13887	Kruppel-like factor 5	83.29%	86.33%
CHEMBL3060	Q9Y345	Glycine transporter 2	81.68%	99.17%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	80.81%	95.56%

Plants that contains it

• Arabidopsis thaliana

Cross-Links

• PubChem: 162983718
• LOTUS: LTS0002549
• wikiData: Q105205457