(3S)-5-[(2R,3R,4S,5R,6R)-3,5-dihydroxy-2-(hydroxymethyl)-6-[(2R)-4-[(1S)-2-(hydroxymethyl)-6,6-dimethyl-4-oxocyclohex-2-en-1-yl]butan-2-yl]oxyoxan-4-yl]oxy-3-hydroxy-3-methyl-5-oxopentanoic acid

Details

• Internal ID: 9b21b34f-990e-412a-8984-01030af8f053
• Taxonomy: Lipids and lipid-like molecules > Saccharolipids
• IUPAC Name: (3S)-5-[(2R,3R,4S,5R,6R)-3,5-dihydroxy-2-(hydroxymethyl)-6-[(2R)-4-[(1S)-2-(hydroxymethyl)-6,6-dimethyl-4-oxocyclohex-2-en-1-yl]butan-2-yl]oxyoxan-4-yl]oxy-3-hydroxy-3-methyl-5-oxopentanoic acid
• SMILES (Canonical): CC(CCC1C(=CC(=O)CC1(C)C)CO)OC2C(C(C(C(O2)CO)O)OC(=O)CC(C)(CC(=O)O)O)O
• SMILES (Isomeric): C[C@H](CC[C@@H]1C(=CC(=O)CC1(C)C)CO)O[C@H]2[C@@H]([C@H]([C@@H]([C@H](O2)CO)O)OC(=O)C[C@](C)(CC(=O)O)O)O
• InChI: InChI=1S/C25H40O12/c1-13(5-6-16-14(11-26)7-15(28)8-24(16,2)3)35-23-21(33)22(20(32)17(12-27)36-23)37-19(31)10-25(4,34)9-18(29)30/h7,13,16-17,20-23,26-27,32-34H,5-6,8-12H2,1-4H3,(H,29,30)/t13-,16-,17-,20-,21-,22+,23-,25+/m1/s1
• InChI Key: YBCOKOFUPPNTNP-NGVDWPHWSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₅H₄₀O₁₂
• Molecular Weight: 532.60 g/mol
• Exact Mass: 532.25197671 g/mol
• Topological Polar Surface Area (TPSA): 200.00 Ų
• XlogP: -1.40
• Atomic LogP (AlogP): -0.33
• H-Bond Acceptor: 11
• H-Bond Donor: 6
• Rotatable Bonds: 12

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.7066	70.66%
Caco-2	-	0.8409	84.09%
Blood Brain Barrier	-	0.5250	52.50%
Human oral bioavailability	-	0.7286	72.86%
Subcellular localzation	Mitochondria	0.8826	88.26%
OATP2B1 inhibitior	-	0.7133	71.33%
OATP1B1 inhibitior	+	0.8188	81.88%
OATP1B3 inhibitior	+	0.8308	83.08%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.5276	52.76%
BSEP inhibitior	-	0.7550	75.50%
P-glycoprotein inhibitior	-	0.5000	50.00%
P-glycoprotein substrate	+	0.5365	53.65%
CYP3A4 substrate	+	0.6890	68.90%
CYP2C9 substrate	-	0.8050	80.50%
CYP2D6 substrate	-	0.9035	90.35%
CYP3A4 inhibition	-	0.8168	81.68%
CYP2C9 inhibition	-	0.8091	80.91%
CYP2C19 inhibition	-	0.8435	84.35%
CYP2D6 inhibition	-	0.9358	93.58%
CYP1A2 inhibition	-	0.8915	89.15%
CYP2C8 inhibition	-	0.6311	63.11%
CYP inhibitory promiscuity	-	0.9419	94.19%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.9928	99.28%
Carcinogenicity (trinary)	Non-required	0.7121	71.21%
Eye corrosion	-	0.9902	99.02%
Eye irritation	-	0.9423	94.23%
Skin irritation	-	0.6628	66.28%
Skin corrosion	-	0.9596	95.96%
Ames mutagenesis	-	0.6300	63.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4923	49.23%
Micronuclear	-	0.7900	79.00%
Hepatotoxicity	-	0.6248	62.48%
skin sensitisation	-	0.8726	87.26%
Respiratory toxicity	+	0.7222	72.22%
Reproductive toxicity	+	0.7444	74.44%
Mitochondrial toxicity	+	0.5750	57.50%
Nephrotoxicity	-	0.6299	62.99%
Acute Oral Toxicity (c)	III	0.6905	69.05%
Estrogen receptor binding	+	0.6134	61.34%
Androgen receptor binding	+	0.5363	53.63%
Thyroid receptor binding	+	0.5349	53.49%
Glucocorticoid receptor binding	+	0.5985	59.85%
Aromatase binding	+	0.6552	65.52%
PPAR gamma	-	0.5000	50.00%
Honey bee toxicity	-	0.7659	76.59%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	-	0.7834	78.34%
Fish aquatic toxicity	+	0.9489	94.89%

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	99.44%	91.11%
CHEMBL253	P34972	Cannabinoid CB2 receptor	98.69%	97.25%
CHEMBL2581	P07339	Cathepsin D	98.20%	98.95%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	97.61%	96.09%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	96.84%	85.14%
CHEMBL216	P11229	Muscarinic acetylcholine receptor M1	92.56%	94.23%
CHEMBL4040	P28482	MAP kinase ERK2	92.44%	83.82%
CHEMBL220	P22303	Acetylcholinesterase	91.30%	94.45%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	90.01%	95.56%
CHEMBL3137262	O60341	LSD1/CoREST complex	87.04%	97.09%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	86.97%	94.45%
CHEMBL5255	O00206	Toll-like receptor 4	86.22%	92.50%
CHEMBL1806	P11388	DNA topoisomerase II alpha	82.97%	89.00%
CHEMBL218	P21554	Cannabinoid CB1 receptor	82.62%	96.61%
CHEMBL3401	O75469	Pregnane X receptor	81.92%	94.73%
CHEMBL3060	Q9Y345	Glycine transporter 2	80.71%	99.17%
CHEMBL4227	P25090	Lipoxin A4 receptor	80.64%	100.00%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	80.59%	97.14%
CHEMBL2514	O95665	Neurotensin receptor 2	80.40%	100.00%
CHEMBL226	P30542	Adenosine A1 receptor	80.08%	95.93%

Plants that contains it

• Allium obliquum

Cross-Links

• PubChem: 162886586
• LOTUS: LTS0001487
• wikiData: Q105345762