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

Details

• Internal ID: a66b7c4f-c13c-4dbf-9f42-3b21f19a3d4d
• Taxonomy: Organic oxygen compounds > Organooxygen compounds > Carbohydrates and carbohydrate conjugates > Oligosaccharides
• IUPAC Name: [(1S,3S,4R,5R,6S,8R,10R,11S,12R,13S,15R,17R,29S,30R,31S,33R)-4,5,11,12-tetrahydroxy-6-(hydroxymethyl)-13,31-dimethyl-27-oxo-17-pentyl-30-[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxy-2,7,9,14,16,28,32-heptaoxatetracyclo[27.3.1.03,8.010,15]tritriacontan-33-yl] (Z)-2-methylbut-2-enoate
• SMILES (Canonical): CCCCCC1CCCCCCCCCC(=O)OC2C(C(OC(C2OC(=O)C(=CC)C)OC3C(C(C(OC3OC4C(C(C(OC4O1)C)O)O)CO)O)O)C)OC5C(C(C(C(O5)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)/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)C)O)O)CO)O)O)C)O[C@@H]5[C@@H]([C@H]([C@@H]([C@H](O5)C)O)O)O
• InChI: InChI=1S/C45H76O20/c1-7-9-15-18-26-19-16-13-11-10-12-14-17-20-28(47)61-39-36(63-42-35(54)32(51)29(48)23(4)56-42)25(6)58-45(40(39)62-41(55)22(3)8-2)65-38-34(53)31(50)27(21-46)60-44(38)64-37-33(52)30(49)24(5)57-43(37)59-26/h8,23-27,29-40,42-46,48-54H,7,9-21H2,1-6H3/b22-8-/t23-,24+,25+,26-,27+,29-,30+,31+,32+,33+,34-,35-,36-,37-,38+,39+,40-,42-,43+,44-,45+/m1/s1
• InChI Key: MDEMDKARDFUEHH-QLQPQKRASA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₄₅H₇₆O₂₀
• Molecular Weight: 937.10 g/mol
• Exact Mass: 936.49299481 g/mol
• Topological Polar Surface Area (TPSA): 288.00 Ų
• XlogP: 2.90
• Atomic LogP (AlogP): 0.90
• H-Bond Acceptor: 20
• H-Bond Donor: 8
• Rotatable Bonds: 9

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.5794	57.94%
Caco-2	-	0.8747	87.47%
Blood Brain Barrier	-	0.5750	57.50%
Human oral bioavailability	-	0.7857	78.57%
Subcellular localzation	Mitochondria	0.8424	84.24%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.7938	79.38%
OATP1B3 inhibitior	+	0.8363	83.63%
MATE1 inhibitior	-	0.9212	92.12%
OCT2 inhibitior	-	0.6000	60.00%
BSEP inhibitior	+	0.9588	95.88%
P-glycoprotein inhibitior	+	0.6989	69.89%
P-glycoprotein substrate	+	0.6309	63.09%
CYP3A4 substrate	+	0.6948	69.48%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8919	89.19%
CYP3A4 inhibition	-	0.6416	64.16%
CYP2C9 inhibition	-	0.8838	88.38%
CYP2C19 inhibition	-	0.8023	80.23%
CYP2D6 inhibition	-	0.9126	91.26%
CYP1A2 inhibition	-	0.8312	83.12%
CYP2C8 inhibition	+	0.5886	58.86%
CYP inhibitory promiscuity	-	0.9277	92.77%
UGT catelyzed	-	0.6000	60.00%
Carcinogenicity (binary)	-	1.0000	100.00%
Carcinogenicity (trinary)	Non-required	0.7253	72.53%
Eye corrosion	-	0.9906	99.06%
Eye irritation	-	0.9088	90.88%
Skin irritation	-	0.6597	65.97%
Skin corrosion	-	0.9578	95.78%
Ames mutagenesis	-	0.7032	70.32%
Human Ether-a-go-go-Related Gene inhibition	+	0.7087	70.87%
Micronuclear	-	0.8300	83.00%
Hepatotoxicity	-	0.6467	64.67%
skin sensitisation	-	0.9160	91.60%
Respiratory toxicity	+	0.5222	52.22%
Reproductive toxicity	+	0.6889	68.89%
Mitochondrial toxicity	+	0.5500	55.00%
Nephrotoxicity	-	0.8570	85.70%
Acute Oral Toxicity (c)	III	0.6118	61.18%
Estrogen receptor binding	+	0.8228	82.28%
Androgen receptor binding	-	0.4947	49.47%
Thyroid receptor binding	-	0.5493	54.93%
Glucocorticoid receptor binding	+	0.5849	58.49%
Aromatase binding	+	0.5799	57.99%
PPAR gamma	+	0.7034	70.34%
Honey bee toxicity	-	0.7512	75.12%
Biodegradation	-	0.7000	70.00%
Crustacea aquatic toxicity	+	0.5448	54.48%
Fish aquatic toxicity	+	0.9763	97.63%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2581	P07339	Cathepsin D	98.38%	98.95%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	98.30%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	93.74%	96.09%
CHEMBL3060	Q9Y345	Glycine transporter 2	92.97%	99.17%
CHEMBL2274	Q9H228	Sphingosine 1-phosphate receptor Edg-8	92.32%	100.00%
CHEMBL1806	P11388	DNA topoisomerase II alpha	92.08%	89.00%
CHEMBL3359	P21462	Formyl peptide receptor 1	89.44%	93.56%
CHEMBL4072	P07858	Cathepsin B	89.36%	93.67%
CHEMBL3401	O75469	Pregnane X receptor	88.19%	94.73%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	88.18%	94.33%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	88.15%	92.62%
CHEMBL253	P34972	Cannabinoid CB2 receptor	87.83%	97.25%
CHEMBL5255	O00206	Toll-like receptor 4	87.73%	92.50%
CHEMBL340	P08684	Cytochrome P450 3A4	87.34%	91.19%
CHEMBL1293249	Q13887	Kruppel-like factor 5	87.13%	86.33%
CHEMBL3145	P42338	PI3-kinase p110-beta subunit	86.12%	98.75%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	85.43%	95.50%
CHEMBL5608	Q16288	NT-3 growth factor receptor	85.23%	95.89%
CHEMBL3807	P17706	T-cell protein-tyrosine phosphatase	84.66%	93.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	84.17%	95.56%
CHEMBL3137262	O60341	LSD1/CoREST complex	82.58%	97.09%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	82.58%	96.00%
CHEMBL3475	P05121	Plasminogen activator inhibitor-1	82.39%	83.00%
CHEMBL2345	P51812	Ribosomal protein S6 kinase alpha 3	81.86%	95.64%
CHEMBL1977	P11473	Vitamin D receptor	81.60%	99.43%
CHEMBL4462	Q8IXJ6	NAD-dependent deacetylase sirtuin 2	81.36%	90.24%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	80.69%	99.23%
CHEMBL4005	P42336	PI3-kinase p110-alpha subunit	80.12%	97.47%

Plants that contains it

• Ipomoea orizabensis

Cross-Links

• PubChem: 163086390
• LOTUS: LTS0006100
• wikiData: Q105161656