(2S,3S,5R,6S)-2,3,5-trihydroxy-6-nonadecyloxan-4-one

Details

• Internal ID: 3feb86cb-04b5-4184-b034-43c19bb14782
• Taxonomy: Organic oxygen compounds > Organooxygen compounds > Carbohydrates and carbohydrate conjugates > Monosaccharides
• IUPAC Name: (2S,3S,5R,6S)-2,3,5-trihydroxy-6-nonadecyloxan-4-one
• SMILES (Canonical): CCCCCCCCCCCCCCCCCCCC1C(C(=O)C(C(O1)O)O)O
• SMILES (Isomeric): CCCCCCCCCCCCCCCCCCC[C@H]1[C@H](C(=O)[C@H]([C@H](O1)O)O)O
• InChI: InChI=1S/C24H46O5/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18-19-20-21(25)22(26)23(27)24(28)29-20/h20-21,23-25,27-28H,2-19H2,1H3/t20-,21+,23+,24-/m0/s1
• InChI Key: VUKJMDHUDPDVHS-SCDRESIJSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₄H₄₆O₅
• Molecular Weight: 414.60 g/mol
• Exact Mass: 414.33452456 g/mol
• Topological Polar Surface Area (TPSA): 87.00 Ų
• XlogP: 7.90
• Atomic LogP (AlogP): 5.04
• H-Bond Acceptor: 5
• H-Bond Donor: 3
• Rotatable Bonds: 18

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.5448	54.48%
Caco-2	-	0.8312	83.12%
Blood Brain Barrier	-	0.6500	65.00%
Human oral bioavailability	-	0.7286	72.86%
Subcellular localzation	Mitochondria	0.7323	73.23%
OATP2B1 inhibitior	-	0.8544	85.44%
OATP1B1 inhibitior	+	0.8634	86.34%
OATP1B3 inhibitior	+	0.9278	92.78%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	0.8750	87.50%
BSEP inhibitior	-	0.8291	82.91%
P-glycoprotein inhibitior	-	0.6380	63.80%
P-glycoprotein substrate	-	0.9243	92.43%
CYP3A4 substrate	-	0.5565	55.65%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8137	81.37%
CYP3A4 inhibition	-	0.7444	74.44%
CYP2C9 inhibition	-	0.9025	90.25%
CYP2C19 inhibition	-	0.7211	72.11%
CYP2D6 inhibition	-	0.9114	91.14%
CYP1A2 inhibition	-	0.8608	86.08%
CYP2C8 inhibition	-	0.9353	93.53%
CYP inhibitory promiscuity	-	0.9634	96.34%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.9800	98.00%
Carcinogenicity (trinary)	Non-required	0.7459	74.59%
Eye corrosion	-	0.9833	98.33%
Eye irritation	-	0.6400	64.00%
Skin irritation	-	0.6015	60.15%
Skin corrosion	-	0.8897	88.97%
Ames mutagenesis	-	0.8900	89.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5692	56.92%
Micronuclear	-	0.9600	96.00%
Hepatotoxicity	-	0.5882	58.82%
skin sensitisation	-	0.7888	78.88%
Respiratory toxicity	-	0.6333	63.33%
Reproductive toxicity	-	0.6972	69.72%
Mitochondrial toxicity	-	0.5250	52.50%
Nephrotoxicity	+	0.6325	63.25%
Acute Oral Toxicity (c)	III	0.6389	63.89%
Estrogen receptor binding	-	0.5531	55.31%
Androgen receptor binding	-	0.6150	61.50%
Thyroid receptor binding	-	0.6211	62.11%
Glucocorticoid receptor binding	-	0.5389	53.89%
Aromatase binding	-	0.7404	74.04%
PPAR gamma	+	0.5544	55.44%
Honey bee toxicity	-	0.9826	98.26%
Biodegradation	-	0.5750	57.50%
Crustacea aquatic toxicity	+	0.7779	77.79%
Fish aquatic toxicity	+	0.8931	89.31%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2581	P07339	Cathepsin D	95.60%	98.95%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	91.86%	96.09%
CHEMBL4769	O95749	Geranylgeranyl pyrophosphate synthetase	89.92%	92.08%
CHEMBL3401	O75469	Pregnane X receptor	88.52%	94.73%
CHEMBL3060	Q9Y345	Glycine transporter 2	86.86%	99.17%
CHEMBL2996	Q05655	Protein kinase C delta	86.70%	97.79%
CHEMBL3892	Q99500	Sphingosine 1-phosphate receptor Edg-3	84.06%	97.29%
CHEMBL299	P17252	Protein kinase C alpha	83.48%	98.03%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	83.37%	91.11%
CHEMBL2274	Q9H228	Sphingosine 1-phosphate receptor Edg-8	81.09%	100.00%
CHEMBL1075162	Q13304	Uracil nucleotide/cysteinyl leukotriene receptor	81.00%	80.33%
CHEMBL5255	O00206	Toll-like receptor 4	80.71%	92.50%

Plants that contains it

• Glyptopetalum sclerocarpum

Cross-Links

• PubChem: 162891660
• LOTUS: LTS0251847
• wikiData: Q105297268