[(1S,3R,4S,5S,6R,8S,10R,11S,12S,13R,15R,17S,29R,30S,31S,33S)-33-butanoyloxy-30-[(2S,3R,4R,5S,6R)-3,4-dihydroxy-6-methyl-5-[(E)-2-methylbut-2-enoyl]oxyoxan-2-yl]oxy-4,5,11,12-tetrahydroxy-13,31-dimethyl-27-oxo-17-pentyl-2,7,9,14,16,28,32-heptaoxatetracyclo[27.3.1.03,8.010,15]tritriacontan-6-yl]methyl (2R,3S)-3-hydroxy-2-methylbutanoate

Details

• Internal ID: 04f4778c-579e-480d-b20f-1bb717eec72d
• Taxonomy: Lipids and lipid-like molecules > Saccharolipids
• IUPAC Name: [(1S,3R,4S,5S,6R,8S,10R,11S,12S,13R,15R,17S,29R,30S,31S,33S)-33-butanoyloxy-30-[(2S,3R,4R,5S,6R)-3,4-dihydroxy-6-methyl-5-[(E)-2-methylbut-2-enoyl]oxyoxan-2-yl]oxy-4,5,11,12-tetrahydroxy-13,31-dimethyl-27-oxo-17-pentyl-2,7,9,14,16,28,32-heptaoxatetracyclo[27.3.1.03,8.010,15]tritriacontan-6-yl]methyl (2R,3S)-3-hydroxy-2-methylbutanoate
• SMILES (Canonical): CCCCCC1CCCCCCCCCC(=O)OC2C(C(OC(C2OC(=O)CCC)OC3C(C(C(OC3OC4C(C(C(OC4O1)C)O)O)COC(=O)C(C)C(C)O)O)O)C)OC5C(C(C(C(O5)C)OC(=O)C(=CC)C)O)O
• SMILES (Isomeric): CCCCC[C@H]1CCCCCCCCCC(=O)O[C@@H]2[C@H]([C@@H](O[C@H]([C@H]2OC(=O)CCC)O[C@@H]3[C@H]([C@@H]([C@H](O[C@H]3O[C@@H]4[C@H]([C@@H]([C@H](O[C@H]4O1)C)O)O)COC(=O)[C@H](C)[C@H](C)O)O)O)C)O[C@H]5[C@@H]([C@H]([C@@H]([C@H](O5)C)OC(=O)/C(=C/C)/C)O)O
• InChI: InChI=1S/C54H90O23/c1-10-13-19-23-33-24-20-17-15-14-16-18-21-25-36(57)72-47-44(75-51-42(63)41(62)43(31(8)68-51)74-49(64)27(4)12-3)32(9)69-54(48(47)73-35(56)22-11-2)77-46-40(61)38(59)34(26-66-50(65)28(5)29(6)55)71-53(46)76-45-39(60)37(58)30(7)67-52(45)70-33/h12,28-34,37-48,51-55,58-63H,10-11,13-26H2,1-9H3/b27-12+/t28-,29+,30-,31-,32+,33+,34-,37-,38-,39+,40+,41-,42-,43-,44+,45-,46-,47-,48+,51+,52+,53+,54+/m1/s1
• InChI Key: LHLFKXPQOIJCPM-HMFXIRQTSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₅₄H₉₀O₂₃
• Molecular Weight: 1107.30 g/mol
• Exact Mass: 1106.58728911 g/mol
• Topological Polar Surface Area (TPSA): 321.00 Ų
• XlogP: 4.60
• Atomic LogP (AlogP): 2.82
• H-Bond Acceptor: 23
• H-Bond Donor: 7
• Rotatable Bonds: 15

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.7983	79.83%
Caco-2	-	0.8666	86.66%
Blood Brain Barrier	-	0.6250	62.50%
Human oral bioavailability	-	0.7714	77.14%
Subcellular localzation	Mitochondria	0.8701	87.01%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8001	80.01%
OATP1B3 inhibitior	+	0.8395	83.95%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.7000	70.00%
BSEP inhibitior	+	0.9681	96.81%
P-glycoprotein inhibitior	+	0.7397	73.97%
P-glycoprotein substrate	+	0.7528	75.28%
CYP3A4 substrate	+	0.7201	72.01%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8993	89.93%
CYP3A4 inhibition	-	0.6815	68.15%
CYP2C9 inhibition	-	0.8892	88.92%
CYP2C19 inhibition	-	0.7774	77.74%
CYP2D6 inhibition	-	0.9126	91.26%
CYP1A2 inhibition	-	0.7834	78.34%
CYP2C8 inhibition	+	0.7137	71.37%
CYP inhibitory promiscuity	-	0.9293	92.93%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	1.0000	100.00%
Carcinogenicity (trinary)	Non-required	0.6911	69.11%
Eye corrosion	-	0.9907	99.07%
Eye irritation	-	0.9020	90.20%
Skin irritation	-	0.6425	64.25%
Skin corrosion	-	0.9585	95.85%
Ames mutagenesis	-	0.6978	69.78%
Human Ether-a-go-go-Related Gene inhibition	+	0.7169	71.69%
Micronuclear	-	0.8200	82.00%
Hepatotoxicity	-	0.6573	65.73%
skin sensitisation	-	0.9151	91.51%
Respiratory toxicity	+	0.6556	65.56%
Reproductive toxicity	+	0.7000	70.00%
Mitochondrial toxicity	+	0.6625	66.25%
Nephrotoxicity	-	0.9611	96.11%
Acute Oral Toxicity (c)	III	0.5717	57.17%
Estrogen receptor binding	+	0.8314	83.14%
Androgen receptor binding	+	0.5566	55.66%
Thyroid receptor binding	+	0.5270	52.70%
Glucocorticoid receptor binding	+	0.7512	75.12%
Aromatase binding	+	0.5716	57.16%
PPAR gamma	+	0.7802	78.02%
Honey bee toxicity	-	0.7050	70.50%
Biodegradation	-	0.7250	72.50%
Crustacea aquatic toxicity	-	0.5200	52.00%
Fish aquatic toxicity	+	0.9895	98.95%

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	99.00%	91.11%
CHEMBL2581	P07339	Cathepsin D	98.97%	98.95%
CHEMBL253	P34972	Cannabinoid CB2 receptor	97.75%	97.25%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	96.36%	96.09%
CHEMBL1806	P11388	DNA topoisomerase II alpha	95.32%	89.00%
CHEMBL3130	O00329	PI3-kinase p110-delta subunit	94.59%	96.47%
CHEMBL3060	Q9Y345	Glycine transporter 2	94.16%	99.17%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	94.03%	92.62%
CHEMBL3359	P21462	Formyl peptide receptor 1	93.46%	93.56%
CHEMBL2274	Q9H228	Sphingosine 1-phosphate receptor Edg-8	93.02%	100.00%
CHEMBL5255	O00206	Toll-like receptor 4	92.37%	92.50%
CHEMBL4685	P14902	Indoleamine 2,3-dioxygenase	91.97%	96.38%
CHEMBL3475	P05121	Plasminogen activator inhibitor-1	91.89%	83.00%
CHEMBL3145	P42338	PI3-kinase p110-beta subunit	91.35%	98.75%
CHEMBL340	P08684	Cytochrome P450 3A4	90.89%	91.19%
CHEMBL5608	Q16288	NT-3 growth factor receptor	90.88%	95.89%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	90.03%	94.33%
CHEMBL5957	P21589	5'-nucleotidase	89.05%	97.78%
CHEMBL3401	O75469	Pregnane X receptor	88.82%	94.73%
CHEMBL221	P23219	Cyclooxygenase-1	88.62%	90.17%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	88.62%	94.45%
CHEMBL3137262	O60341	LSD1/CoREST complex	87.79%	97.09%
CHEMBL4227	P25090	Lipoxin A4 receptor	87.74%	100.00%
CHEMBL3807	P17706	T-cell protein-tyrosine phosphatase	87.36%	93.00%
CHEMBL1293316	Q9HBX9	Relaxin receptor 1	87.35%	82.50%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	87.32%	99.23%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	86.34%	96.00%
CHEMBL218	P21554	Cannabinoid CB1 receptor	85.94%	96.61%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	85.51%	95.56%
CHEMBL2345	P51812	Ribosomal protein S6 kinase alpha 3	85.27%	95.64%
CHEMBL4005	P42336	PI3-kinase p110-alpha subunit	85.22%	97.47%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	85.18%	90.71%
CHEMBL3004	P33527	Multidrug resistance-associated protein 1	84.24%	96.37%
CHEMBL2996	Q05655	Protein kinase C delta	83.77%	97.79%
CHEMBL5103	Q969S8	Histone deacetylase 10	83.75%	90.08%
CHEMBL3714130	P46095	G-protein coupled receptor 6	83.13%	97.36%
CHEMBL3267	P48736	PI3-kinase p110-gamma subunit	82.78%	95.71%
CHEMBL5163	Q9NY46	Sodium channel protein type III alpha subunit	82.78%	96.90%
CHEMBL1907605	P24864	Cyclin-dependent kinase 2/cyclin E1	82.24%	92.88%
CHEMBL1293249	Q13887	Kruppel-like factor 5	81.80%	86.33%
CHEMBL1744525	P43490	Nicotinamide phosphoribosyltransferase	81.50%	96.25%
CHEMBL2413	P32246	C-C chemokine receptor type 1	80.55%	89.50%
CHEMBL3430907	Q96GD4	Aurora kinase B/Inner centromere protein	80.39%	97.50%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	80.08%	95.50%

Plants that contains it

• Ipomoea orizabensis

Cross-Links

• PubChem: 162876770
• LOTUS: LTS0189893
• wikiData: Q105151831