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

Details

• Internal ID: 36f0cf48-1f10-4abe-9cd5-cb4757edca55
• Taxonomy: Lipids and lipid-like molecules > Saccharolipids
• IUPAC Name: [(1R,3R,4S,5R,6R,8S,10S,11R,12R,13R,15S,17S,29S,30S,31R,33S)-30-[(2S,3R,4S,5R,6R)-3,5-dihydroxy-6-(hydroxymethyl)-4-[(E)-2-methylbut-2-enoyl]oxyoxan-2-yl]oxy-4,5,11,12-tetrahydroxy-6-(hydroxymethyl)-13,31-dimethyl-27-oxo-17-pentyl-2,7,9,14,16,28,32-heptaoxatetracyclo[27.3.1.03,8.010,15]tritriacontan-33-yl] (2R)-2-methylbutanoate
• SMILES (Canonical): CCCCCC1CCCCCCCCCC(=O)OC2C(C(OC(C2OC(=O)C(C)CC)OC3C(C(C(OC3OC4C(C(C(OC4O1)C)O)O)CO)O)O)C)OC5C(C(C(C(O5)CO)O)OC(=O)C(=CC)C)O
• SMILES (Isomeric): CCCCC[C@H]1CCCCCCCCCC(=O)O[C@H]2[C@H]([C@H](O[C@@H]([C@H]2OC(=O)[C@H](C)CC)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)CO)O)O)C)O[C@H]5[C@@H]([C@H]([C@@H]([C@H](O5)CO)O)OC(=O)/C(=C/C)/C)O
• InChI: InChI=1S/C50H84O22/c1-8-11-17-20-29-21-18-15-13-12-14-16-19-22-32(53)67-43-39(70-47-38(59)40(35(56)31(24-52)65-47)68-45(60)25(4)9-2)28(7)63-50(44(43)69-46(61)26(5)10-3)72-42-37(58)34(55)30(23-51)66-49(42)71-41-36(57)33(54)27(6)62-48(41)64-29/h9,26-31,33-44,47-52,54-59H,8,10-24H2,1-7H3/b25-9+/t26-,27-,28-,29+,30-,31-,33+,34+,35-,36-,37+,38-,39+,40+,41+,42-,43+,44+,47+,48-,49+,50-/m1/s1
• InChI Key: QKZUIGHEUSJUPE-DOOWUDTHSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₅₀H₈₄O₂₂
• Molecular Weight: 1037.20 g/mol
• Exact Mass: 1036.54542430 g/mol
• Topological Polar Surface Area (TPSA): 315.00 Ų
• XlogP: 4.40
• Atomic LogP (AlogP): 1.47
• H-Bond Acceptor: 22
• H-Bond Donor: 8
• Rotatable Bonds: 13

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.5154	51.54%
Caco-2	-	0.8702	87.02%
Blood Brain Barrier	-	0.5750	57.50%
Human oral bioavailability	-	0.8000	80.00%
Subcellular localzation	Mitochondria	0.8342	83.42%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8005	80.05%
OATP1B3 inhibitior	+	0.8400	84.00%
MATE1 inhibitior	-	0.9212	92.12%
OCT2 inhibitior	-	0.6750	67.50%
BSEP inhibitior	+	0.9040	90.40%
P-glycoprotein inhibitior	+	0.7260	72.60%
P-glycoprotein substrate	+	0.6900	69.00%
CYP3A4 substrate	+	0.7077	70.77%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8971	89.71%
CYP3A4 inhibition	-	0.7119	71.19%
CYP2C9 inhibition	-	0.9008	90.08%
CYP2C19 inhibition	-	0.8047	80.47%
CYP2D6 inhibition	-	0.9174	91.74%
CYP1A2 inhibition	-	0.8512	85.12%
CYP2C8 inhibition	+	0.6224	62.24%
CYP inhibitory promiscuity	-	0.9458	94.58%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	1.0000	100.00%
Carcinogenicity (trinary)	Non-required	0.7032	70.32%
Eye corrosion	-	0.9901	99.01%
Eye irritation	-	0.9044	90.44%
Skin irritation	-	0.6973	69.73%
Skin corrosion	-	0.9573	95.73%
Ames mutagenesis	-	0.6778	67.78%
Human Ether-a-go-go-Related Gene inhibition	+	0.7288	72.88%
Micronuclear	-	0.8300	83.00%
Hepatotoxicity	-	0.5323	53.23%
skin sensitisation	-	0.9245	92.45%
Respiratory toxicity	+	0.6111	61.11%
Reproductive toxicity	+	0.6778	67.78%
Mitochondrial toxicity	+	0.5500	55.00%
Nephrotoxicity	-	0.9222	92.22%
Acute Oral Toxicity (c)	III	0.6287	62.87%
Estrogen receptor binding	+	0.8483	84.83%
Androgen receptor binding	+	0.6295	62.95%
Thyroid receptor binding	+	0.5302	53.02%
Glucocorticoid receptor binding	+	0.6950	69.50%
Aromatase binding	+	0.5748	57.48%
PPAR gamma	+	0.7571	75.71%
Honey bee toxicity	-	0.7256	72.56%
Biodegradation	-	0.6750	67.50%
Crustacea aquatic toxicity	+	0.5048	50.48%
Fish aquatic toxicity	+	0.9698	96.98%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2581	P07339	Cathepsin D	99.03%	98.95%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	97.91%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	94.58%	96.09%
CHEMBL3359	P21462	Formyl peptide receptor 1	94.50%	93.56%
CHEMBL253	P34972	Cannabinoid CB2 receptor	94.38%	97.25%
CHEMBL2274	Q9H228	Sphingosine 1-phosphate receptor Edg-8	93.01%	100.00%
CHEMBL3060	Q9Y345	Glycine transporter 2	92.14%	99.17%
CHEMBL5255	O00206	Toll-like receptor 4	91.93%	92.50%
CHEMBL2996	Q05655	Protein kinase C delta	91.91%	97.79%
CHEMBL3145	P42338	PI3-kinase p110-beta subunit	91.70%	98.75%
CHEMBL4072	P07858	Cathepsin B	91.61%	93.67%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	91.34%	94.45%
CHEMBL1806	P11388	DNA topoisomerase II alpha	90.72%	89.00%
CHEMBL3892	Q99500	Sphingosine 1-phosphate receptor Edg-3	90.29%	97.29%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	90.10%	92.62%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	89.97%	94.33%
CHEMBL2345	P51812	Ribosomal protein S6 kinase alpha 3	89.89%	95.64%
CHEMBL340	P08684	Cytochrome P450 3A4	89.07%	91.19%
CHEMBL3130	O00329	PI3-kinase p110-delta subunit	89.07%	96.47%
CHEMBL3401	O75469	Pregnane X receptor	87.91%	94.73%
CHEMBL2514	O95665	Neurotensin receptor 2	87.31%	100.00%
CHEMBL5608	Q16288	NT-3 growth factor receptor	87.09%	95.89%
CHEMBL1907605	P24864	Cyclin-dependent kinase 2/cyclin E1	86.89%	92.88%
CHEMBL3807	P17706	T-cell protein-tyrosine phosphatase	86.68%	93.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	86.56%	95.56%
CHEMBL218	P21554	Cannabinoid CB1 receptor	85.62%	96.61%
CHEMBL3475	P05121	Plasminogen activator inhibitor-1	84.90%	83.00%
CHEMBL4227	P25090	Lipoxin A4 receptor	84.27%	100.00%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	84.10%	96.00%
CHEMBL3137262	O60341	LSD1/CoREST complex	83.77%	97.09%
CHEMBL4685	P14902	Indoleamine 2,3-dioxygenase	83.49%	96.38%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	82.87%	95.50%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	82.57%	90.71%
CHEMBL3004	P33527	Multidrug resistance-associated protein 1	82.09%	96.37%
CHEMBL4005	P42336	PI3-kinase p110-alpha subunit	81.10%	97.47%
CHEMBL5163	Q9NY46	Sodium channel protein type III alpha subunit	81.06%	96.90%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	80.60%	99.23%
CHEMBL5203	P33316	dUTP pyrophosphatase	80.52%	99.18%
CHEMBL1293316	Q9HBX9	Relaxin receptor 1	80.11%	82.50%

Plants that contains it

• Ipomoea orizabensis

Cross-Links

• PubChem: 163105675
• LOTUS: LTS0158710
• wikiData: Q105223436