(2S,3R,4S,5R,6S)-6-[(2S,3S,4S,5S,6S,7R)-1,3,4,5,6,7-hexahydroxy-8-oxooctan-2-yl]oxy-3,4,5-trihydroxyoxane-2-carboxylic acid

Details

• Internal ID: 23698429-b496-4479-a63d-d6da27a73c26
• Taxonomy: Lipids and lipid-like molecules > Fatty Acyls > Fatty acyl glycosides > Fatty acyl glycosides of mono- and disaccharides
• IUPAC Name: (2S,3R,4S,5R,6S)-6-[(2S,3S,4S,5S,6S,7R)-1,3,4,5,6,7-hexahydroxy-8-oxooctan-2-yl]oxy-3,4,5-trihydroxyoxane-2-carboxylic acid
• SMILES (Canonical): C(C(C(C(C(C(C(C=O)O)O)O)O)O)OC1C(C(C(C(O1)C(=O)O)O)O)O)O
• SMILES (Isomeric): C([C@@H]([C@H]([C@H]([C@@H]([C@@H]([C@H](C=O)O)O)O)O)O)O[C@@H]1[C@@H]([C@H]([C@H]([C@H](O1)C(=O)O)O)O)O)O
• InChI: InChI=1S/C14H24O14/c15-1-3(17)5(18)7(20)8(21)6(19)4(2-16)27-14-11(24)9(22)10(23)12(28-14)13(25)26/h1,3-12,14,16-24H,2H2,(H,25,26)/t3-,4-,5+,6+,7+,8+,9-,10+,11+,12-,14-/m0/s1
• InChI Key: SVOJCMBCUXIIPI-LIBMMSEPSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₄H₂₄O₁₄
• Molecular Weight: 416.33 g/mol
• Exact Mass: 416.11660544 g/mol
• Topological Polar Surface Area (TPSA): 255.00 Ų
• XlogP: -6.00
• Atomic LogP (AlogP): -6.74
• H-Bond Acceptor: 13
• H-Bond Donor: 10
• Rotatable Bonds: 10

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.9345	93.45%
Caco-2	-	0.8743	87.43%
Blood Brain Barrier	+	0.5750	57.50%
Human oral bioavailability	-	0.6857	68.57%
Subcellular localzation	Mitochondria	0.7619	76.19%
OATP2B1 inhibitior	-	0.8588	85.88%
OATP1B1 inhibitior	+	0.9343	93.43%
OATP1B3 inhibitior	+	0.9479	94.79%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.8500	85.00%
BSEP inhibitior	-	0.9690	96.90%
P-glycoprotein inhibitior	-	0.8462	84.62%
P-glycoprotein substrate	-	0.9401	94.01%
CYP3A4 substrate	-	0.5113	51.13%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8826	88.26%
CYP3A4 inhibition	-	0.9513	95.13%
CYP2C9 inhibition	-	0.9552	95.52%
CYP2C19 inhibition	-	0.9630	96.30%
CYP2D6 inhibition	-	0.9568	95.68%
CYP1A2 inhibition	-	0.9789	97.89%
CYP2C8 inhibition	-	0.7459	74.59%
CYP inhibitory promiscuity	-	0.9793	97.93%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Non-required	0.7743	77.43%
Eye corrosion	-	0.9871	98.71%
Eye irritation	-	0.9410	94.10%
Skin irritation	-	0.8714	87.14%
Skin corrosion	-	0.9613	96.13%
Ames mutagenesis	-	0.7300	73.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.6353	63.53%
Micronuclear	-	0.6641	66.41%
Hepatotoxicity	-	0.6197	61.97%
skin sensitisation	-	0.9390	93.90%
Respiratory toxicity	+	0.6667	66.67%
Reproductive toxicity	-	0.7111	71.11%
Mitochondrial toxicity	-	0.5625	56.25%
Nephrotoxicity	-	0.6822	68.22%
Acute Oral Toxicity (c)	IV	0.5400	54.00%
Estrogen receptor binding	-	0.5295	52.95%
Androgen receptor binding	-	0.6665	66.65%
Thyroid receptor binding	-	0.5435	54.35%
Glucocorticoid receptor binding	-	0.6550	65.50%
Aromatase binding	-	0.5758	57.58%
PPAR gamma	-	0.6136	61.36%
Honey bee toxicity	-	0.8382	83.82%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	-	0.8800	88.00%
Fish aquatic toxicity	-	0.8230	82.30%

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	91.36%	96.09%
CHEMBL3060	Q9Y345	Glycine transporter 2	88.78%	99.17%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	86.11%	91.11%
CHEMBL4040	P28482	MAP kinase ERK2	81.49%	83.82%

Plants that contains it

• Tussilago farfara

Cross-Links

• PubChem: 162896865
• LOTUS: LTS0235394
• wikiData: Q105262297