4,5-Dihydroxy-6-[(3,4,5,6-tetrahydroxyoxan-2-yl)methoxy]-3-(3,4,5-trihydroxy-4,6-dimethyloxan-2-yl)oxyoxane-2-carboxylic acid

Details

• Internal ID: 21424bd8-f8e0-4a2e-97e3-44f8b8033447
• Taxonomy: Organic oxygen compounds > Organooxygen compounds > Carbohydrates and carbohydrate conjugates > Oligosaccharides
• IUPAC Name: 4,5-dihydroxy-6-[(3,4,5,6-tetrahydroxyoxan-2-yl)methoxy]-3-(3,4,5-trihydroxy-4,6-dimethyloxan-2-yl)oxyoxane-2-carboxylic acid
• SMILES (Canonical): CC1C(C(C(C(O1)OC2C(C(C(OC2C(=O)O)OCC3C(C(C(C(O3)O)O)O)O)O)O)O)(C)O)O
• SMILES (Isomeric): CC1C(C(C(C(O1)OC2C(C(C(OC2C(=O)O)OCC3C(C(C(C(O3)O)O)O)O)O)O)O)(C)O)O
• InChI: InChI=1S/C19H32O16/c1-4-13(25)19(2,30)14(26)18(32-4)34-11-8(22)10(24)17(35-12(11)15(27)28)31-3-5-6(20)7(21)9(23)16(29)33-5/h4-14,16-18,20-26,29-30H,3H2,1-2H3,(H,27,28)
• InChI Key: ASNCDPXYVZJTCM-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₉H₃₂O₁₆
• Molecular Weight: 516.40 g/mol
• Exact Mass: 516.16903493 g/mol
• Topological Polar Surface Area (TPSA): 266.00 Ų
• XlogP: -5.90
• Atomic LogP (AlogP): -6.06
• H-Bond Acceptor: 15
• H-Bond Donor: 10
• Rotatable Bonds: 6

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.8720	87.20%
Caco-2	-	0.8946	89.46%
Blood Brain Barrier	-	0.5250	52.50%
Human oral bioavailability	-	0.6857	68.57%
Subcellular localzation	Mitochondria	0.8611	86.11%
OATP2B1 inhibitior	-	0.8628	86.28%
OATP1B1 inhibitior	+	0.8698	86.98%
OATP1B3 inhibitior	+	0.9362	93.62%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.9500	95.00%
BSEP inhibitior	-	0.8831	88.31%
P-glycoprotein inhibitior	-	0.7034	70.34%
P-glycoprotein substrate	-	0.8298	82.98%
CYP3A4 substrate	+	0.6026	60.26%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8914	89.14%
CYP3A4 inhibition	-	0.9451	94.51%
CYP2C9 inhibition	-	0.9381	93.81%
CYP2C19 inhibition	-	0.9510	95.10%
CYP2D6 inhibition	-	0.9577	95.77%
CYP1A2 inhibition	-	0.9536	95.36%
CYP2C8 inhibition	-	0.7229	72.29%
CYP inhibitory promiscuity	-	0.9038	90.38%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.9800	98.00%
Carcinogenicity (trinary)	Non-required	0.6953	69.53%
Eye corrosion	-	0.9886	98.86%
Eye irritation	-	0.9529	95.29%
Skin irritation	-	0.8499	84.99%
Skin corrosion	-	0.9518	95.18%
Ames mutagenesis	-	0.7554	75.54%
Human Ether-a-go-go-Related Gene inhibition	-	0.5304	53.04%
Micronuclear	-	0.5967	59.67%
Hepatotoxicity	-	0.7000	70.00%
skin sensitisation	-	0.8990	89.90%
Respiratory toxicity	-	0.6000	60.00%
Reproductive toxicity	-	0.5222	52.22%
Mitochondrial toxicity	-	0.7375	73.75%
Nephrotoxicity	-	0.7102	71.02%
Acute Oral Toxicity (c)	III	0.6632	66.32%
Estrogen receptor binding	+	0.5950	59.50%
Androgen receptor binding	-	0.5699	56.99%
Thyroid receptor binding	-	0.5120	51.20%
Glucocorticoid receptor binding	+	0.5953	59.53%
Aromatase binding	+	0.6411	64.11%
PPAR gamma	+	0.5468	54.68%
Honey bee toxicity	-	0.7841	78.41%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	-	0.5855	58.55%
Fish aquatic toxicity	-	0.6358	63.58%

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	96.42%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	94.41%	96.09%
CHEMBL1293249	Q13887	Kruppel-like factor 5	91.08%	86.33%
CHEMBL221	P23219	Cyclooxygenase-1	89.07%	90.17%
CHEMBL2581	P07339	Cathepsin D	87.32%	98.95%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	83.96%	96.00%
CHEMBL1806	P11388	DNA topoisomerase II alpha	83.48%	89.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	82.76%	95.56%
CHEMBL3060	Q9Y345	Glycine transporter 2	81.96%	99.17%
CHEMBL5957	P21589	5'-nucleotidase	80.82%	97.78%

Plants that contains it

• Anadenanthera colubrina

Cross-Links

• PubChem: 162919188
• LOTUS: LTS0263910
• wikiData: Q104917949