[(2S,3R,4R,5R,6S)-4-hydroxy-6-[(2S,3S,4S,5R,6S)-5-hydroxy-2-methyl-4-[(2S)-2-methylbutanoyl]oxy-6-[[(1R,3S,5S,6R,7R,8R,20S,22R,24R,25S,26S)-7,25,26-trihydroxy-24-(hydroxymethyl)-5-methyl-10-oxo-20-pentyl-2,4,9,21,23-pentaoxatricyclo[20.4.0.03,8]hexacosan-6-yl]oxy]oxan-3-yl]oxy-2-methyl-5-[(E)-3-phenylprop-2-enoyl]oxyoxan-3-yl] dodecanoate

Details

• Internal ID: 74470cb8-e135-4457-b1f0-d6fb04ba346b
• Taxonomy: Organic oxygen compounds > Organooxygen compounds > Carbohydrates and carbohydrate conjugates > Oligosaccharides
• IUPAC Name: [(2S,3R,4R,5R,6S)-4-hydroxy-6-[(2S,3S,4S,5R,6S)-5-hydroxy-2-methyl-4-[(2S)-2-methylbutanoyl]oxy-6-[[(1R,3S,5S,6R,7R,8R,20S,22R,24R,25S,26S)-7,25,26-trihydroxy-24-(hydroxymethyl)-5-methyl-10-oxo-20-pentyl-2,4,9,21,23-pentaoxatricyclo[20.4.0.03,8]hexacosan-6-yl]oxy]oxan-3-yl]oxy-2-methyl-5-[(E)-3-phenylprop-2-enoyl]oxyoxan-3-yl] dodecanoate
• SMILES (Canonical): CCCCCCCCCCCC(=O)OC1C(OC(C(C1O)OC(=O)C=CC2=CC=CC=C2)OC3C(OC(C(C3OC(=O)C(C)CC)O)OC4C(OC5C(C4O)OC(=O)CCCCCCCCCC(OC6C(O5)C(C(C(O6)CO)O)O)CCCCC)C)C)C
• SMILES (Isomeric): CCCCCCCCCCCC(=O)O[C@H]1[C@@H](O[C@H]([C@@H]([C@@H]1O)OC(=O)/C=C/C2=CC=CC=C2)O[C@H]3[C@@H](O[C@H]([C@@H]([C@@H]3OC(=O)[C@@H](C)CC)O)O[C@H]4[C@@H](O[C@@H]5[C@@H]([C@@H]4O)OC(=O)CCCCCCCCC[C@@H](O[C@H]6[C@H](O5)[C@H]([C@@H]([C@H](O6)CO)O)O)CCCCC)C)C)C
• InChI: InChI=1S/C66H106O22/c1-8-11-13-14-15-16-19-22-29-35-47(68)82-55-41(5)78-64(60(52(55)73)84-49(70)38-37-44-31-26-24-27-32-44)87-57-43(7)77-63(54(75)58(57)85-62(76)40(4)10-3)86-56-42(6)79-65-61(53(56)74)83-48(69)36-30-23-20-17-18-21-28-34-45(33-25-12-9-2)80-66-59(88-65)51(72)50(71)46(39-67)81-66/h24,26-27,31-32,37-38,40-43,45-46,50-61,63-67,71-75H,8-23,25,28-30,33-36,39H2,1-7H3/b38-37+/t40-,41-,42-,43-,45-,46+,50+,51-,52+,53+,54+,55-,56-,57-,58-,59+,60+,61+,63-,64-,65-,66+/m0/s1
• InChI Key: BSBHGLZXHXVIIA-CXRSSMJVSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₆₆H₁₀₆O₂₂
• Molecular Weight: 1251.50 g/mol
• Exact Mass: 1250.71757500 g/mol
• Topological Polar Surface Area (TPSA): 300.00 Ų
• XlogP: 11.50
• Atomic LogP (AlogP): 7.72
• H-Bond Acceptor: 22
• H-Bond Donor: 6
• Rotatable Bonds: 26

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.5000	50.00%
Caco-2	-	0.8623	86.23%
Blood Brain Barrier	-	0.5500	55.00%
Human oral bioavailability	-	0.9143	91.43%
Subcellular localzation	Mitochondria	0.7866	78.66%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.7898	78.98%
OATP1B3 inhibitior	-	0.2146	21.46%
MATE1 inhibitior	-	0.9212	92.12%
OCT2 inhibitior	-	0.6000	60.00%
BSEP inhibitior	+	0.9826	98.26%
P-glycoprotein inhibitior	+	0.7418	74.18%
P-glycoprotein substrate	+	0.7421	74.21%
CYP3A4 substrate	+	0.7214	72.14%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8893	88.93%
CYP3A4 inhibition	+	0.5294	52.94%
CYP2C9 inhibition	-	0.8912	89.12%
CYP2C19 inhibition	-	0.7903	79.03%
CYP2D6 inhibition	-	0.9283	92.83%
CYP1A2 inhibition	-	0.8307	83.07%
CYP2C8 inhibition	+	0.8026	80.26%
CYP inhibitory promiscuity	-	0.9287	92.87%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9800	98.00%
Carcinogenicity (trinary)	Non-required	0.7439	74.39%
Eye corrosion	-	0.9930	99.30%
Eye irritation	-	0.8989	89.89%
Skin irritation	-	0.7477	74.77%
Skin corrosion	-	0.9617	96.17%
Ames mutagenesis	-	0.6900	69.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7779	77.79%
Micronuclear	-	0.8400	84.00%
Hepatotoxicity	-	0.6250	62.50%
skin sensitisation	-	0.9211	92.11%
Respiratory toxicity	+	0.7000	70.00%
Reproductive toxicity	-	0.5000	50.00%
Mitochondrial toxicity	+	0.5375	53.75%
Nephrotoxicity	-	0.9622	96.22%
Acute Oral Toxicity (c)	III	0.5718	57.18%
Estrogen receptor binding	+	0.8105	81.05%
Androgen receptor binding	+	0.6788	67.88%
Thyroid receptor binding	+	0.6059	60.59%
Glucocorticoid receptor binding	+	0.7504	75.04%
Aromatase binding	-	0.5000	50.00%
PPAR gamma	+	0.8017	80.17%
Honey bee toxicity	-	0.7130	71.30%
Biodegradation	-	0.7000	70.00%
Crustacea aquatic toxicity	+	0.5764	57.64%
Fish aquatic toxicity	+	0.9866	98.66%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2581	P07339	Cathepsin D	99.59%	98.95%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	98.82%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	97.17%	96.09%
CHEMBL1293249	Q13887	Kruppel-like factor 5	97.10%	86.33%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	96.69%	96.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	96.26%	95.56%
CHEMBL3060	Q9Y345	Glycine transporter 2	94.93%	99.17%
CHEMBL3359	P21462	Formyl peptide receptor 1	94.60%	93.56%
CHEMBL1806	P11388	DNA topoisomerase II alpha	93.63%	89.00%
CHEMBL5255	O00206	Toll-like receptor 4	91.80%	92.50%
CHEMBL2996	Q05655	Protein kinase C delta	91.48%	97.79%
CHEMBL2274	Q9H228	Sphingosine 1-phosphate receptor Edg-8	91.30%	100.00%
CHEMBL3137262	O60341	LSD1/CoREST complex	90.37%	97.09%
CHEMBL3475	P05121	Plasminogen activator inhibitor-1	90.08%	83.00%
CHEMBL3807	P17706	T-cell protein-tyrosine phosphatase	88.33%	93.00%
CHEMBL3130	O00329	PI3-kinase p110-delta subunit	87.27%	96.47%
CHEMBL221	P23219	Cyclooxygenase-1	86.90%	90.17%
CHEMBL4227	P25090	Lipoxin A4 receptor	86.89%	100.00%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	86.25%	92.62%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	85.93%	95.50%
CHEMBL1821	P08173	Muscarinic acetylcholine receptor M4	85.52%	94.08%
CHEMBL3524	P56524	Histone deacetylase 4	85.04%	92.97%
CHEMBL3401	O75469	Pregnane X receptor	84.65%	94.73%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	83.68%	99.23%
CHEMBL3004	P33527	Multidrug resistance-associated protein 1	83.61%	96.37%
CHEMBL2265	P23141	Acyl coenzyme A:cholesterol acyltransferase	83.14%	85.94%
CHEMBL2288	Q13526	Peptidyl-prolyl cis-trans isomerase NIMA-interacting 1	82.94%	91.71%
CHEMBL5608	Q16288	NT-3 growth factor receptor	82.50%	95.89%
CHEMBL5805	Q9NR97	Toll-like receptor 8	81.86%	96.25%
CHEMBL5028	O14672	ADAM10	81.70%	97.50%

Plants that contains it

• Ipomoea batatas

Cross-Links

• PubChem: 42605229
• LOTUS: LTS0140000
• wikiData: Q104945146