[(1S,3R,4S,5S,6R,8S,10R,11S,12S,13S,15R,17S,29R,30S,31S,33S)-30-[[(2S,3S,4S,5S,6R)-3,4-dihydroxy-5-[(2S,3S)-3-hydroxy-2-methylbutanoyl]oxy-6-methyloxan-2-yl]methyl]-4,5,11,12,13-pentahydroxy-31-methyl-33-(2-methylpropanoyloxy)-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: 011ebe88-ada1-4e03-b6aa-eb6950dfed3b
• Taxonomy: Lipids and lipid-like molecules > Saccharolipids
• IUPAC Name: [(1S,3R,4S,5S,6R,8S,10R,11S,12S,13S,15R,17S,29R,30S,31S,33S)-30-[[(2S,3S,4S,5S,6R)-3,4-dihydroxy-5-[(2S,3S)-3-hydroxy-2-methylbutanoyl]oxy-6-methyloxan-2-yl]methyl]-4,5,11,12,13-pentahydroxy-31-methyl-33-(2-methylpropanoyloxy)-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)C(C)C)OC3C(C(C(OC3OC4C(C(C(OC4O1)O)O)O)COC(=O)C(C)C(C)O)O)O)C)CC5C(C(C(C(O5)C)OC(=O)C(C)C(C)O)O)O
• SMILES (Isomeric): CCCCC[C@H]1CCCCCCCCCC(=O)O[C@@H]2[C@H]([C@@H](O[C@H]([C@H]2OC(=O)C(C)C)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)O)O)O)COC(=O)[C@H](C)[C@H](C)O)O)O)C)C[C@H]5[C@H]([C@@H]([C@@H]([C@H](O5)C)OC(=O)[C@@H](C)[C@H](C)O)O)O
• InChI: InChI=1S/C54H92O24/c1-10-11-17-20-32-21-18-15-13-12-14-16-19-22-36(57)73-44-33(23-34-37(58)39(60)43(31(9)69-34)74-50(66)27(5)29(7)56)30(8)70-54(47(44)75-48(64)25(2)3)77-45-40(61)38(59)35(24-68-49(65)26(4)28(6)55)72-53(45)76-46-41(62)42(63)51(67)78-52(46)71-32/h25-35,37-47,51-56,58-63,67H,10-24H2,1-9H3/t26-,27+,28+,29+,30+,31-,32+,33+,34+,35-,37-,38-,39+,40+,41+,42+,43-,44-,45-,46-,47+,51+,52-,53+,54+/m1/s1
• InChI Key: RQRQMICSCHBXOV-KGCOGGQZSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₅₄H₉₂O₂₄
• Molecular Weight: 1125.30 g/mol
• Exact Mass: 1124.59785380 g/mol
• Topological Polar Surface Area (TPSA): 352.00 Ų
• XlogP: 3.50
• Atomic LogP (AlogP): 1.32
• H-Bond Acceptor: 24
• H-Bond Donor: 9
• Rotatable Bonds: 15

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.5419	54.19%
Caco-2	-	0.8688	86.88%
Blood Brain Barrier	-	0.5250	52.50%
Human oral bioavailability	-	0.7000	70.00%
Subcellular localzation	Mitochondria	0.8658	86.58%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.7908	79.08%
OATP1B3 inhibitior	+	0.8231	82.31%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.6000	60.00%
BSEP inhibitior	+	0.9471	94.71%
P-glycoprotein inhibitior	+	0.7387	73.87%
P-glycoprotein substrate	+	0.7032	70.32%
CYP3A4 substrate	+	0.7111	71.11%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8884	88.84%
CYP3A4 inhibition	-	0.7322	73.22%
CYP2C9 inhibition	-	0.8529	85.29%
CYP2C19 inhibition	-	0.8309	83.09%
CYP2D6 inhibition	-	0.9371	93.71%
CYP1A2 inhibition	-	0.8787	87.87%
CYP2C8 inhibition	+	0.6656	66.56%
CYP inhibitory promiscuity	-	0.9666	96.66%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.7380	73.80%
Eye corrosion	-	0.9898	98.98%
Eye irritation	-	0.9017	90.17%
Skin irritation	-	0.7981	79.81%
Skin corrosion	-	0.9575	95.75%
Ames mutagenesis	-	0.6678	66.78%
Human Ether-a-go-go-Related Gene inhibition	+	0.7336	73.36%
Micronuclear	-	0.8400	84.00%
Hepatotoxicity	-	0.5521	55.21%
skin sensitisation	-	0.9186	91.86%
Respiratory toxicity	+	0.6556	65.56%
Reproductive toxicity	-	0.5889	58.89%
Mitochondrial toxicity	+	0.5250	52.50%
Nephrotoxicity	-	0.8997	89.97%
Acute Oral Toxicity (c)	III	0.6371	63.71%
Estrogen receptor binding	+	0.8210	82.10%
Androgen receptor binding	+	0.5987	59.87%
Thyroid receptor binding	+	0.5286	52.86%
Glucocorticoid receptor binding	+	0.7408	74.08%
Aromatase binding	+	0.5975	59.75%
PPAR gamma	+	0.7728	77.28%
Honey bee toxicity	-	0.7417	74.17%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	-	0.5725	57.25%
Fish aquatic toxicity	+	0.9710	97.10%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2581	P07339	Cathepsin D	99.29%	98.95%
CHEMBL253	P34972	Cannabinoid CB2 receptor	99.09%	97.25%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	97.37%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	96.86%	96.09%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	95.05%	92.62%
CHEMBL3130	O00329	PI3-kinase p110-delta subunit	94.41%	96.47%
CHEMBL2996	Q05655	Protein kinase C delta	93.49%	97.79%
CHEMBL3137262	O60341	LSD1/CoREST complex	93.40%	97.09%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	92.39%	96.77%
CHEMBL2274	Q9H228	Sphingosine 1-phosphate receptor Edg-8	92.25%	100.00%
CHEMBL3060	Q9Y345	Glycine transporter 2	90.98%	99.17%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	90.49%	94.33%
CHEMBL340	P08684	Cytochrome P450 3A4	89.54%	91.19%
CHEMBL3359	P21462	Formyl peptide receptor 1	89.48%	93.56%
CHEMBL3475	P05121	Plasminogen activator inhibitor-1	89.25%	83.00%
CHEMBL4685	P14902	Indoleamine 2,3-dioxygenase	88.99%	96.38%
CHEMBL5255	O00206	Toll-like receptor 4	88.49%	92.50%
CHEMBL5608	Q16288	NT-3 growth factor receptor	88.26%	95.89%
CHEMBL3145	P42338	PI3-kinase p110-beta subunit	87.69%	98.75%
CHEMBL221	P23219	Cyclooxygenase-1	87.03%	90.17%
CHEMBL5957	P21589	5'-nucleotidase	86.75%	97.78%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	86.51%	95.50%
CHEMBL2514	O95665	Neurotensin receptor 2	86.19%	100.00%
CHEMBL1806	P11388	DNA topoisomerase II alpha	85.80%	89.00%
CHEMBL2001	Q9H244	Purinergic receptor P2Y12	85.76%	96.00%
CHEMBL1293316	Q9HBX9	Relaxin receptor 1	85.32%	82.50%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	84.39%	94.45%
CHEMBL3807	P17706	T-cell protein-tyrosine phosphatase	84.02%	93.00%
CHEMBL299	P17252	Protein kinase C alpha	84.01%	98.03%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	83.82%	90.71%
CHEMBL3776	Q14790	Caspase-8	83.61%	97.06%
CHEMBL1968	P07099	Epoxide hydrolase 1	83.56%	98.57%
CHEMBL1907605	P24864	Cyclin-dependent kinase 2/cyclin E1	83.36%	92.88%
CHEMBL3437	Q16853	Amine oxidase, copper containing	83.27%	94.00%
CHEMBL335	P18031	Protein-tyrosine phosphatase 1B	83.11%	95.17%
CHEMBL3401	O75469	Pregnane X receptor	82.94%	94.73%
CHEMBL2345	P51812	Ribosomal protein S6 kinase alpha 3	82.52%	95.64%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	81.49%	99.23%
CHEMBL3785	Q8TDS4	Hydroxycarboxylic acid receptor 2	81.17%	94.05%
CHEMBL5103	Q969S8	Histone deacetylase 10	81.09%	90.08%
CHEMBL5203	P33316	dUTP pyrophosphatase	80.18%	99.18%

Plants that contains it

• Ipomoea stans

Cross-Links

• PubChem: 163105857
• LOTUS: LTS0252395
• wikiData: Q105243534