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(1R,3S,5R,6R,7Z,11R,12S,13Z,15Z,17Z,19Z,21R,23S,24R,25S)-21-[(2R,3S,4S,5S,6R)-4-amino-3,5-dihydroxy-6-methyloxan-2-yl]oxy-1,3,5,6,25-pentahydroxy-11,12-dimethyl-9-oxo-10,27-dioxabicyclo[21.3.1]heptacosa-7,13,15,17,19-pentaene-24-carboxylic acid

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 de3beaeb-e3d7-411f-a06c-5ab5b98a8ebb
Taxonomy Organic oxygen compounds > Organooxygen compounds > Carbohydrates and carbohydrate conjugates > Aminosaccharides > Aminoglycosides
IUPAC Name (1R,3S,5R,6R,7Z,11R,12S,13Z,15Z,17Z,19Z,21R,23S,24R,25S)-21-[(2R,3S,4S,5S,6R)-4-amino-3,5-dihydroxy-6-methyloxan-2-yl]oxy-1,3,5,6,25-pentahydroxy-11,12-dimethyl-9-oxo-10,27-dioxabicyclo[21.3.1]heptacosa-7,13,15,17,19-pentaene-24-carboxylic acid
SMILES (Canonical) CC1C=CC=CC=CC=CC(CC2C(C(CC(O2)(CC(CC(C(C=CC(=O)OC1C)O)O)O)O)O)C(=O)O)OC3C(C(C(C(O3)C)O)N)O
SMILES (Isomeric) C[C@H]1/C=C\C=C/C=C\C=C/[C@@H](C[C@H]2[C@@H]([C@H](C[C@](O2)(C[C@H](C[C@H]([C@@H](/C=C\C(=O)O[C@@H]1C)O)O)O)O)O)C(=O)O)O[C@H]3[C@H]([C@H]([C@@H]([C@H](O3)C)O)N)O
InChI InChI=1S/C34H51NO14/c1-18-10-8-6-4-5-7-9-11-22(48-33-31(42)29(35)30(41)20(3)47-33)15-26-28(32(43)44)25(39)17-34(45,49-26)16-21(36)14-24(38)23(37)12-13-27(40)46-19(18)2/h4-13,18-26,28-31,33,36-39,41-42,45H,14-17,35H2,1-3H3,(H,43,44)/b6-4-,7-5-,10-8-,11-9-,13-12-/t18-,19+,20+,21-,22-,23+,24+,25-,26-,28+,29-,30+,31-,33-,34+/m0/s1
InChI Key QYCUGLCRIRALNM-WACABMFJSA-N
Popularity 3 references in papers

Physical and Chemical Properties

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Molecular Formula C34H51NO14
Molecular Weight 697.80 g/mol
Exact Mass 697.33095530 g/mol
Topological Polar Surface Area (TPSA) 259.00 Ų
XlogP -2.00
Atomic LogP (AlogP) -0.68
H-Bond Acceptor 14
H-Bond Donor 9
Rotatable Bonds 3

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of (1R,3S,5R,6R,7Z,11R,12S,13Z,15Z,17Z,19Z,21R,23S,24R,25S)-21-[(2R,3S,4S,5S,6R)-4-amino-3,5-dihydroxy-6-methyloxan-2-yl]oxy-1,3,5,6,25-pentahydroxy-11,12-dimethyl-9-oxo-10,27-dioxabicyclo[21.3.1]heptacosa-7,13,15,17,19-pentaene-24-carboxylic acid

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption - 0.9372 93.72%
Caco-2 - 0.8749 87.49%
Blood Brain Barrier - 1.0000 100.00%
Human oral bioavailability - 0.8571 85.71%
Subcellular localzation Lysosomes 0.4684 46.84%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.8302 83.02%
OATP1B3 inhibitior + 0.9559 95.59%
MATE1 inhibitior - 0.9800 98.00%
OCT2 inhibitior - 1.0000 100.00%
BSEP inhibitior + 0.7195 71.95%
P-glycoprotein inhibitior + 0.6131 61.31%
P-glycoprotein substrate + 0.6594 65.94%
CYP3A4 substrate + 0.6872 68.72%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8682 86.82%
CYP3A4 inhibition - 0.9449 94.49%
CYP2C9 inhibition - 0.9527 95.27%
CYP2C19 inhibition - 0.9400 94.00%
CYP2D6 inhibition - 0.9340 93.40%
CYP1A2 inhibition - 0.9285 92.85%
CYP2C8 inhibition + 0.7833 78.33%
CYP inhibitory promiscuity - 0.9794 97.94%
UGT catelyzed + 0.6000 60.00%
Carcinogenicity (binary) - 0.9900 99.00%
Carcinogenicity (trinary) Non-required 0.4547 45.47%
Eye corrosion - 0.9885 98.85%
Eye irritation - 0.9393 93.93%
Skin irritation - 0.7922 79.22%
Skin corrosion - 0.9309 93.09%
Ames mutagenesis - 0.7000 70.00%
Human Ether-a-go-go-Related Gene inhibition + 0.7370 73.70%
Micronuclear + 0.7400 74.00%
Hepatotoxicity + 0.6837 68.37%
skin sensitisation - 0.8706 87.06%
Respiratory toxicity + 0.8889 88.89%
Reproductive toxicity + 0.7778 77.78%
Mitochondrial toxicity + 0.9500 95.00%
Nephrotoxicity + 0.6224 62.24%
Acute Oral Toxicity (c) III 0.6927 69.27%
Estrogen receptor binding + 0.7979 79.79%
Androgen receptor binding - 0.5966 59.66%
Thyroid receptor binding + 0.5517 55.17%
Glucocorticoid receptor binding + 0.6984 69.84%
Aromatase binding + 0.5191 51.91%
PPAR gamma + 0.6762 67.62%
Honey bee toxicity - 0.7221 72.21%
Biodegradation - 0.8000 80.00%
Crustacea aquatic toxicity - 0.5300 53.00%
Fish aquatic toxicity - 0.5436 54.36%

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
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 98.47% 91.11%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 97.10% 96.09%
CHEMBL3137262 O60341 LSD1/CoREST complex 95.00% 97.09%
CHEMBL3714130 P46095 G-protein coupled receptor 6 94.33% 97.36%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 93.74% 95.56%
CHEMBL1293249 Q13887 Kruppel-like factor 5 93.52% 86.33%
CHEMBL4208 P20618 Proteasome component C5 88.86% 90.00%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 87.73% 99.23%
CHEMBL3091268 Q92753 Nuclear receptor ROR-beta 85.87% 95.50%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 83.90% 85.14%
CHEMBL221 P23219 Cyclooxygenase-1 83.27% 90.17%
CHEMBL2007 P16234 Platelet-derived growth factor receptor alpha 83.07% 91.07%
CHEMBL1806 P11388 DNA topoisomerase II alpha 82.27% 89.00%
CHEMBL3475 P05121 Plasminogen activator inhibitor-1 80.18% 83.00%

Plants that contains it

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Below are displayed all the plants proven (via scientific papers) to contain this compound!
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There are no matching plants.

Cross-Links

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PubChem 132472914
LOTUS LTS0118227
wikiData Q105230047