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(2S,3S)-2-[(2S,4R,5R,6R)-4-[(2S,4R,5S,6R)-4-[(2S,4S,5S,6S)-4,5-dihydroxy-4,6-dimethyloxan-2-yl]oxy-5-hydroxy-6-methyloxan-2-yl]oxy-5-hydroxy-6-methyloxan-2-yl]oxy-3-[(1S,3R,4R)-3,4-dihydroxy-1-methoxy-2-oxopentyl]-8,9-dihydroxy-6-[(2S,4R,5S,6R)-5-hydroxy-4-[(2R,4R,5S,6S)-4-hydroxy-5-methoxy-6-methyloxan-2-yl]oxy-6-methyloxan-2-yl]oxy-7-methyl-3,4-dihydro-2H-anthracen-1-one

Table of Contents

Details
Physical and Chemical Properties
Synonyms
2D Structure
3D Structure
ADMET Properties
Targets (proven and/or predicted)
Plants that contains it
Cross-Links

Details

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Internal ID 6575a2d8-fa54-4ca3-8773-ab7a3c5eacca
Taxonomy Organic oxygen compounds > Organooxygen compounds > Carbohydrates and carbohydrate conjugates > Oligosaccharides
IUPAC Name (2S,3S)-2-[(2S,4R,5R,6R)-4-[(2S,4R,5S,6R)-4-[(2S,4S,5S,6S)-4,5-dihydroxy-4,6-dimethyloxan-2-yl]oxy-5-hydroxy-6-methyloxan-2-yl]oxy-5-hydroxy-6-methyloxan-2-yl]oxy-3-[(1S,3R,4R)-3,4-dihydroxy-1-methoxy-2-oxopentyl]-8,9-dihydroxy-6-[(2S,4R,5S,6R)-5-hydroxy-4-[(2R,4R,5S,6S)-4-hydroxy-5-methoxy-6-methyloxan-2-yl]oxy-6-methyloxan-2-yl]oxy-7-methyl-3,4-dihydro-2H-anthracen-1-one
SMILES (Canonical) CC1C(C(CC(O1)OC2C(CC3=C(C2=O)C(=C4C(=C3)C=C(C(=C4O)C)OC5CC(C(C(O5)C)O)OC6CC(C(C(O6)C)OC)O)O)C(C(=O)C(C(C)O)O)OC)OC7CC(C(C(O7)C)O)OC8CC(C(C(O8)C)O)(C)O)O
SMILES (Isomeric) C[C@@H]1[C@H]([C@@H](C[C@@H](O1)O[C@H]2[C@@H](CC3=C(C2=O)C(=C4C(=C3)C=C(C(=C4O)C)O[C@H]5C[C@H]([C@H]([C@H](O5)C)O)O[C@@H]6C[C@H]([C@@H]([C@@H](O6)C)OC)O)O)[C@@H](C(=O)[C@@H]([C@@H](C)O)O)OC)O[C@H]7C[C@H]([C@H]([C@H](O7)C)O)O[C@H]8C[C@]([C@H]([C@@H](O8)C)O)(C)O)O
InChI InChI=1S/C53H78O24/c1-19-30(73-35-15-31(43(58)21(3)68-35)74-34-14-29(55)49(66-9)24(6)71-34)13-27-11-26-12-28(50(67-10)48(63)42(57)20(2)54)51(47(62)40(26)46(61)39(27)41(19)56)77-37-17-32(44(59)23(5)70-37)75-36-16-33(45(60)22(4)69-36)76-38-18-53(8,65)52(64)25(7)72-38/h11,13,20-25,28-29,31-38,42-45,49-52,54-61,64-65H,12,14-18H2,1-10H3/t20-,21-,22-,23-,24+,25+,28+,29-,31-,32-,33-,34-,35+,36+,37+,38+,42-,43+,44-,45+,49-,50+,51+,52+,53+/m1/s1
InChI Key UZZCFUQRSLEKFX-NRWDCYODSA-N
Popularity 1 reference in papers

Physical and Chemical Properties

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Molecular Formula C53H78O24
Molecular Weight 1099.20 g/mol
Exact Mass 1098.48830335 g/mol
Topological Polar Surface Area (TPSA) 347.00 Ų
XlogP 1.20
Atomic LogP (AlogP) 0.40
H-Bond Acceptor 24
H-Bond Donor 10
Rotatable Bonds 16

Synonyms

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SCHEMBL29643190
CHEBI:221663

2D Structure

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2D Structure of (2S,3S)-2-[(2S,4R,5R,6R)-4-[(2S,4R,5S,6R)-4-[(2S,4S,5S,6S)-4,5-dihydroxy-4,6-dimethyloxan-2-yl]oxy-5-hydroxy-6-methyloxan-2-yl]oxy-5-hydroxy-6-methyloxan-2-yl]oxy-3-[(1S,3R,4R)-3,4-dihydroxy-1-methoxy-2-oxopentyl]-8,9-dihydroxy-6-[(2S,4R,5S,6R)-5-hydroxy-4-[(2R,4R,5S,6S)-4-hydroxy-5-methoxy-6-methyloxan-2-yl]oxy-6-methyloxan-2-yl]oxy-7-methyl-3,4-dihydro-2H-anthracen-1-one

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.6524 65.24%
Caco-2 - 0.8670 86.70%
Blood Brain Barrier + 0.6000 60.00%
Human oral bioavailability - 0.6286 62.86%
Subcellular localzation Mitochondria 0.4479 44.79%
OATP2B1 inhibitior - 0.8657 86.57%
OATP1B1 inhibitior + 0.8154 81.54%
OATP1B3 inhibitior + 0.9148 91.48%
MATE1 inhibitior - 0.9800 98.00%
OCT2 inhibitior - 0.8250 82.50%
BSEP inhibitior + 0.9577 95.77%
P-glycoprotein inhibitior + 0.7434 74.34%
P-glycoprotein substrate + 0.8037 80.37%
CYP3A4 substrate + 0.7261 72.61%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8668 86.68%
CYP3A4 inhibition - 0.8839 88.39%
CYP2C9 inhibition - 0.9692 96.92%
CYP2C19 inhibition - 0.9555 95.55%
CYP2D6 inhibition - 0.9228 92.28%
CYP1A2 inhibition - 0.6673 66.73%
CYP2C8 inhibition + 0.6652 66.52%
CYP inhibitory promiscuity - 0.9814 98.14%
UGT catelyzed + 0.8000 80.00%
Carcinogenicity (binary) - 0.9800 98.00%
Carcinogenicity (trinary) Non-required 0.5670 56.70%
Eye corrosion - 0.9906 99.06%
Eye irritation - 0.9010 90.10%
Skin irritation - 0.7644 76.44%
Skin corrosion - 0.9299 92.99%
Ames mutagenesis - 0.7400 74.00%
Human Ether-a-go-go-Related Gene inhibition + 0.7450 74.50%
Micronuclear + 0.5300 53.00%
Hepatotoxicity + 0.7925 79.25%
skin sensitisation - 0.8919 89.19%
Respiratory toxicity + 0.8222 82.22%
Reproductive toxicity + 0.9444 94.44%
Mitochondrial toxicity + 0.8375 83.75%
Nephrotoxicity - 0.8992 89.92%
Acute Oral Toxicity (c) III 0.3672 36.72%
Estrogen receptor binding + 0.8806 88.06%
Androgen receptor binding + 0.8650 86.50%
Thyroid receptor binding + 0.8068 80.68%
Glucocorticoid receptor binding + 0.8936 89.36%
Aromatase binding + 0.7185 71.85%
PPAR gamma + 0.8686 86.86%
Honey bee toxicity - 0.6845 68.45%
Biodegradation - 0.7000 70.00%
Crustacea aquatic toxicity - 0.6000 60.00%
Fish aquatic toxicity + 0.9495 94.95%

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
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 99.41% 85.14%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 98.74% 91.11%
CHEMBL2581 P07339 Cathepsin D 96.65% 98.95%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 96.26% 96.09%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 95.46% 94.45%
CHEMBL5469 Q14289 Protein tyrosine kinase 2 beta 93.88% 91.03%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 93.85% 94.00%
CHEMBL1806 P11388 DNA topoisomerase II alpha 93.84% 89.00%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 93.42% 99.23%
CHEMBL5845 P23415 Glycine receptor subunit alpha-1 92.76% 90.71%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 92.73% 95.56%
CHEMBL5608 Q16288 NT-3 growth factor receptor 92.49% 95.89%
CHEMBL1293249 Q13887 Kruppel-like factor 5 92.07% 86.33%
CHEMBL2553 Q15418 Ribosomal protein S6 kinase alpha 1 91.06% 85.11%
CHEMBL4793 Q86TI2 Dipeptidyl peptidase IX 90.76% 96.95%
CHEMBL2007 P16234 Platelet-derived growth factor receptor alpha 88.36% 91.07%
CHEMBL4302 P08183 P-glycoprotein 1 88.25% 92.98%
CHEMBL3137262 O60341 LSD1/CoREST complex 87.91% 97.09%
CHEMBL3880 P07900 Heat shock protein HSP 90-alpha 87.55% 96.21%
CHEMBL3091268 Q92753 Nuclear receptor ROR-beta 87.25% 95.50%
CHEMBL1907600 Q00535 Cyclin-dependent kinase 5/CDK5 activator 1 86.92% 93.03%
CHEMBL4657 Q6V1X1 Dipeptidyl peptidase VIII 86.20% 97.21%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 85.58% 97.14%
CHEMBL1994 P08235 Mineralocorticoid receptor 84.88% 100.00%
CHEMBL2413 P32246 C-C chemokine receptor type 1 84.11% 89.50%
CHEMBL2345 P51812 Ribosomal protein S6 kinase alpha 3 82.96% 95.64%
CHEMBL2535 P11166 Glucose transporter 81.85% 98.75%
CHEMBL2069156 Q14145 Kelch-like ECH-associated protein 1 81.62% 82.38%
CHEMBL340 P08684 Cytochrome P450 3A4 81.52% 91.19%
CHEMBL220 P22303 Acetylcholinesterase 81.34% 94.45%
CHEMBL1860 P10827 Thyroid hormone receptor alpha 80.92% 99.15%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 80.30% 95.89%

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.
There are no matching plants.

Cross-Links

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PubChem 139588930
LOTUS LTS0237076
wikiData Q105282551