5-[(1S,2R)-1,2-dihydroxy-4-oxocyclohexyl]-3-[(2S,5R,6R)-6-[(Z)-4,6-dimethyloct-2-en-2-yl]-5-methyloxan-2-yl]-4-hydroxy-1-methylpyridin-2-one

Details

• Internal ID: 9cde7f16-ac1f-44bc-98fe-3259c770c677
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene glycosides
• IUPAC Name: 5-[(1S,2R)-1,2-dihydroxy-4-oxocyclohexyl]-3-[(2S,5R,6R)-6-[(Z)-4,6-dimethyloct-2-en-2-yl]-5-methyloxan-2-yl]-4-hydroxy-1-methylpyridin-2-one
• SMILES (Canonical): CCC(C)CC(C)C=C(C)C1C(CCC(O1)C2=C(C(=CN(C2=O)C)C3(CCC(=O)CC3O)O)O)C
• SMILES (Isomeric): CCC(C)CC(C)/C=C(/C)\[C@H]1[C@@H](CC[C@H](O1)C2=C(C(=CN(C2=O)C)[C@]3(CCC(=O)C[C@H]3O)O)O)C
• InChI: InChI=1S/C28H43NO6/c1-7-16(2)12-17(3)13-19(5)26-18(4)8-9-22(35-26)24-25(32)21(15-29(6)27(24)33)28(34)11-10-20(30)14-23(28)31/h13,15-18,22-23,26,31-32,34H,7-12,14H2,1-6H3/b19-13-/t16?,17?,18-,22+,23-,26-,28+/m1/s1
• InChI Key: CYNJYGDSSURTLH-SZWNMPLSSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₈H₄₃NO₆
• Molecular Weight: 489.60 g/mol
• Exact Mass: 489.30903809 g/mol
• Topological Polar Surface Area (TPSA): 107.00 Ų
• XlogP: 2.60
• Atomic LogP (AlogP): 4.27
• H-Bond Acceptor: 7
• H-Bond Donor: 3
• Rotatable Bonds: 7

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.8243	82.43%
Caco-2	-	0.6980	69.80%
Blood Brain Barrier	-	0.5500	55.00%
Human oral bioavailability	-	0.6429	64.29%
Subcellular localzation	Mitochondria	0.5268	52.68%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8257	82.57%
OATP1B3 inhibitior	+	0.9229	92.29%
MATE1 inhibitior	-	0.8000	80.00%
OCT2 inhibitior	-	0.8072	80.72%
BSEP inhibitior	+	0.6871	68.71%
P-glycoprotein inhibitior	+	0.6044	60.44%
P-glycoprotein substrate	+	0.6858	68.58%
CYP3A4 substrate	+	0.6888	68.88%
CYP2C9 substrate	+	0.8050	80.50%
CYP2D6 substrate	-	0.8723	87.23%
CYP3A4 inhibition	-	0.6878	68.78%
CYP2C9 inhibition	-	0.7853	78.53%
CYP2C19 inhibition	-	0.7230	72.30%
CYP2D6 inhibition	-	0.8872	88.72%
CYP1A2 inhibition	-	0.6930	69.30%
CYP2C8 inhibition	-	0.5688	56.88%
CYP inhibitory promiscuity	-	0.9005	90.05%
UGT catelyzed	-	0.6000	60.00%
Carcinogenicity (binary)	-	0.9100	91.00%
Carcinogenicity (trinary)	Non-required	0.5672	56.72%
Eye corrosion	-	0.9863	98.63%
Eye irritation	-	0.9329	93.29%
Skin irritation	-	0.7690	76.90%
Skin corrosion	-	0.9190	91.90%
Ames mutagenesis	+	0.5293	52.93%
Human Ether-a-go-go-Related Gene inhibition	-	0.6450	64.50%
Micronuclear	+	0.7300	73.00%
Hepatotoxicity	+	0.5125	51.25%
skin sensitisation	-	0.8448	84.48%
Respiratory toxicity	+	0.8556	85.56%
Reproductive toxicity	+	0.8889	88.89%
Mitochondrial toxicity	+	0.9125	91.25%
Nephrotoxicity	-	0.9112	91.12%
Acute Oral Toxicity (c)	III	0.4537	45.37%
Estrogen receptor binding	+	0.6655	66.55%
Androgen receptor binding	+	0.7046	70.46%
Thyroid receptor binding	+	0.5702	57.02%
Glucocorticoid receptor binding	+	0.7292	72.92%
Aromatase binding	+	0.6192	61.92%
PPAR gamma	+	0.6593	65.93%
Honey bee toxicity	-	0.8219	82.19%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	-	0.5300	53.00%
Fish aquatic toxicity	+	0.9360	93.60%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2581	P07339	Cathepsin D	99.08%	98.95%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	97.83%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	96.88%	91.11%
CHEMBL253	P34972	Cannabinoid CB2 receptor	95.78%	97.25%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	94.95%	95.56%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	93.38%	90.71%
CHEMBL5697	Q9GZT9	Egl nine homolog 1	91.79%	93.40%
CHEMBL1806	P11388	DNA topoisomerase II alpha	91.74%	89.00%
CHEMBL255	P29275	Adenosine A2b receptor	90.06%	98.59%
CHEMBL2553	Q15418	Ribosomal protein S6 kinase alpha 1	89.27%	85.11%
CHEMBL226	P30542	Adenosine A1 receptor	88.98%	95.93%
CHEMBL1293249	Q13887	Kruppel-like factor 5	88.56%	86.33%
CHEMBL3359	P21462	Formyl peptide receptor 1	88.38%	93.56%
CHEMBL5608	Q16288	NT-3 growth factor receptor	87.17%	95.89%
CHEMBL3137262	O60341	LSD1/CoREST complex	86.64%	97.09%
CHEMBL4685	P14902	Indoleamine 2,3-dioxygenase	86.50%	96.38%
CHEMBL1994	P08235	Mineralocorticoid receptor	85.85%	100.00%
CHEMBL4040	P28482	MAP kinase ERK2	85.08%	83.82%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	84.75%	95.89%
CHEMBL2140	P48775	Tryptophan 2,3-dioxygenase	84.35%	98.46%
CHEMBL2274	Q9H228	Sphingosine 1-phosphate receptor Edg-8	82.57%	100.00%
CHEMBL4208	P20618	Proteasome component C5	81.54%	90.00%
CHEMBL3807	P17706	T-cell protein-tyrosine phosphatase	81.28%	93.00%
CHEMBL2413	P32246	C-C chemokine receptor type 1	80.21%	89.50%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	80.19%	97.14%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 102179404
• LOTUS: LTS0268826
• wikiData: Q105103423