Rha2Ac(a1-3)Rha4Ac(a1-3)Rha2Ac4Ac(a1-3)[hexanoyl(-4)]Rha(a)-O-octyl

Details

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Internal ID b1664d0f-da1f-4d6e-8c26-f08d63af7166
Taxonomy Organic oxygen compounds > Organooxygen compounds > Carbohydrates and carbohydrate conjugates > Oligosaccharides
IUPAC Name [(2S,3S,4S,5R,6R)-4-[(2S,3R,4R,5S,6S)-3,5-diacetyloxy-4-[(2S,3R,4S,5S,6S)-5-acetyloxy-4-[(2S,3R,4R,5R,6S)-3-acetyloxy-4,5-dihydroxy-6-methyloxan-2-yl]oxy-3-hydroxy-6-methyloxan-2-yl]oxy-6-methyloxan-2-yl]oxy-5-hydroxy-2-methyl-6-octoxyoxan-3-yl] hexanoate
SMILES (Canonical) CCCCCCCCOC1C(C(C(C(O1)C)OC(=O)CCCCC)OC2C(C(C(C(O2)C)OC(=O)C)OC3C(C(C(C(O3)C)OC(=O)C)OC4C(C(C(C(O4)C)O)O)OC(=O)C)O)OC(=O)C)O
SMILES (Isomeric) CCCCCCCCO[C@H]1[C@@H]([C@@H]([C@H]([C@@H](O1)C)OC(=O)CCCCC)O[C@H]2[C@@H]([C@@H]([C@H]([C@@H](O2)C)OC(=O)C)O[C@H]3[C@@H]([C@@H]([C@H]([C@@H](O3)C)OC(=O)C)O[C@H]4[C@@H]([C@@H]([C@H]([C@@H](O4)C)O)O)OC(=O)C)O)OC(=O)C)O
InChI InChI=1S/C46H76O22/c1-11-13-15-16-17-19-21-56-43-33(54)38(36(24(5)58-43)65-30(51)20-18-14-12-2)67-46-42(64-29(10)50)41(37(25(6)60-46)62-27(8)48)68-44-34(55)39(35(23(4)59-44)61-26(7)47)66-45-40(63-28(9)49)32(53)31(52)22(3)57-45/h22-25,31-46,52-55H,11-21H2,1-10H3/t22-,23-,24-,25-,31-,32+,33+,34+,35-,36-,37-,38-,39-,40+,41+,42+,43+,44-,45-,46-/m0/s1
InChI Key BCVVWJRNSUUASQ-GMGPAFBGSA-N
Popularity 1 reference in papers

Physical and Chemical Properties

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Molecular Formula C46H76O22
Molecular Weight 981.10 g/mol
Exact Mass 980.48282405 g/mol
Topological Polar Surface Area (TPSA) 286.00 Ų
XlogP 3.40
Atomic LogP (AlogP) 2.16
H-Bond Acceptor 22
H-Bond Donor 4
Rotatable Bonds 23

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of Rha2Ac(a1-3)Rha4Ac(a1-3)Rha2Ac4Ac(a1-3)[hexanoyl(-4)]Rha(a)-O-octyl

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption - 0.5000 50.00%
Caco-2 - 0.8646 86.46%
Blood Brain Barrier - 0.6250 62.50%
Human oral bioavailability - 0.7429 74.29%
Subcellular localzation Mitochondria 0.8873 88.73%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.8458 84.58%
OATP1B3 inhibitior + 0.8346 83.46%
MATE1 inhibitior - 0.9800 98.00%
OCT2 inhibitior - 0.7250 72.50%
BSEP inhibitior + 0.8797 87.97%
P-glycoprotein inhibitior + 0.7466 74.66%
P-glycoprotein substrate - 0.5766 57.66%
CYP3A4 substrate + 0.6366 63.66%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8896 88.96%
CYP3A4 inhibition - 0.7015 70.15%
CYP2C9 inhibition - 0.8810 88.10%
CYP2C19 inhibition - 0.8033 80.33%
CYP2D6 inhibition - 0.9280 92.80%
CYP1A2 inhibition - 0.8341 83.41%
CYP2C8 inhibition - 0.6191 61.91%
CYP inhibitory promiscuity - 0.9457 94.57%
UGT catelyzed + 0.8000 80.00%
Carcinogenicity (binary) - 0.9500 95.00%
Carcinogenicity (trinary) Non-required 0.7180 71.80%
Eye corrosion - 0.9895 98.95%
Eye irritation - 0.9016 90.16%
Skin irritation - 0.7823 78.23%
Skin corrosion - 0.9632 96.32%
Ames mutagenesis - 0.8900 89.00%
Human Ether-a-go-go-Related Gene inhibition + 0.6733 67.33%
Micronuclear - 0.8400 84.00%
Hepatotoxicity - 0.5875 58.75%
skin sensitisation - 0.9324 93.24%
Respiratory toxicity - 0.8000 80.00%
Reproductive toxicity - 0.6667 66.67%
Mitochondrial toxicity - 0.5250 52.50%
Nephrotoxicity + 0.4558 45.58%
Acute Oral Toxicity (c) III 0.6874 68.74%
Estrogen receptor binding + 0.8143 81.43%
Androgen receptor binding - 0.5111 51.11%
Thyroid receptor binding - 0.5080 50.80%
Glucocorticoid receptor binding + 0.7196 71.96%
Aromatase binding + 0.6324 63.24%
PPAR gamma + 0.7260 72.60%
Honey bee toxicity - 0.8392 83.92%
Biodegradation - 0.7000 70.00%
Crustacea aquatic toxicity + 0.7475 74.75%
Fish aquatic toxicity + 0.9607 96.07%

Targets

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Proven Targets:

CHEMBL ID UniProt ID Name Min activity Assay type Source
No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID UniProt ID Name Probability Model accuracy
CHEMBL3060 Q9Y345 Glycine transporter 2 97.42% 99.17%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 97.21% 96.09%
CHEMBL2581 P07339 Cathepsin D 94.03% 98.95%
CHEMBL5255 O00206 Toll-like receptor 4 93.93% 92.50%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 92.80% 91.11%
CHEMBL4769 O95749 Geranylgeranyl pyrophosphate synthetase 90.50% 92.08%
CHEMBL2265 P23141 Acyl coenzyme A:cholesterol acyltransferase 90.40% 85.94%
CHEMBL3892 Q99500 Sphingosine 1-phosphate receptor Edg-3 89.57% 97.29%
CHEMBL3401 O75469 Pregnane X receptor 87.41% 94.73%
CHEMBL253 P34972 Cannabinoid CB2 receptor 84.90% 97.25%
CHEMBL1806 P11388 DNA topoisomerase II alpha 84.67% 89.00%
CHEMBL1293249 Q13887 Kruppel-like factor 5 84.36% 86.33%
CHEMBL1951 P21397 Monoamine oxidase A 84.29% 91.49%
CHEMBL4793 Q86TI2 Dipeptidyl peptidase IX 84.26% 96.95%
CHEMBL3714130 P46095 G-protein coupled receptor 6 84.13% 97.36%
CHEMBL1974 P36888 Tyrosine-protein kinase receptor FLT3 83.01% 91.83%
CHEMBL2111367 P27986 PI3-kinase p110-alpha/p85-alpha 82.85% 94.33%
CHEMBL279 P35968 Vascular endothelial growth factor receptor 2 81.47% 95.52%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 81.37% 99.23%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 81.16% 95.89%
CHEMBL2274 Q9H228 Sphingosine 1-phosphate receptor Edg-8 81.01% 100.00%
CHEMBL4227 P25090 Lipoxin A4 receptor 80.17% 100.00%

Plants that contains it

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Below are displayed all the plants proven (via scientific papers) to contain this compound!
To see more specific details click the taxa you are interested in.
Mezzettia parviflora

Cross-Links

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PubChem 14861065
LOTUS LTS0272746
wikiData Q104923663