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methyl 2-[(1S,3S,5S,7S,8S,11S,12S,13S,16S)-5,11-diacetyloxy-13-(furan-3-yl)-6,6,8,12-tetramethyl-17-methylidene-15-oxo-16-[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-[[(2R,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxymethyl]oxan-2-yl]oxy-2,14-dioxatetracyclo[7.7.1.01,12.03,8]heptadecan-7-yl]acetate

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 6a90590b-dc4e-44d4-b991-4e87cb88727e
Taxonomy Lipids and lipid-like molecules > Fatty Acyls > Fatty acyl glycosides > Fatty acyl glycosides of mono- and disaccharides
IUPAC Name methyl 2-[(1S,3S,5S,7S,8S,11S,12S,13S,16S)-5,11-diacetyloxy-13-(furan-3-yl)-6,6,8,12-tetramethyl-17-methylidene-15-oxo-16-[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-[[(2R,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxymethyl]oxan-2-yl]oxy-2,14-dioxatetracyclo[7.7.1.01,12.03,8]heptadecan-7-yl]acetate
SMILES (Canonical) CC1C(C(C(C(O1)OCC2C(C(C(C(O2)OC3C(=O)OC(C4(C35C(=C)C(CC4OC(=O)C)C6(C(O5)CC(C(C6CC(=O)OC)(C)C)OC(=O)C)C)C)C7=COC=C7)O)O)O)O)O)O
SMILES (Isomeric) C[C@H]1[C@@H]([C@H]([C@H]([C@@H](O1)OC[C@@H]2[C@H]([C@@H]([C@H]([C@H](O2)O[C@@H]3C(=O)O[C@H]([C@]4([C@@]35C(=C)C(C[C@@H]4OC(=O)C)[C@]6([C@@H](O5)C[C@@H](C([C@@H]6CC(=O)OC)(C)C)OC(=O)C)C)C)C7=COC=C7)O)O)O)O)O)O
InChI InChI=1S/C43H60O20/c1-17-22-12-27(59-20(4)45)42(8)35(21-10-11-55-15-21)61-37(53)36(43(17,42)63-26-14-25(58-19(3)44)40(5,6)24(41(22,26)7)13-28(46)54-9)62-39-34(52)32(50)30(48)23(60-39)16-56-38-33(51)31(49)29(47)18(2)57-38/h10-11,15,18,22-27,29-36,38-39,47-52H,1,12-14,16H2,2-9H3/t18-,22?,23+,24-,25-,26-,27-,29-,30+,31+,32-,33+,34+,35-,36+,38+,39+,41+,42-,43+/m0/s1
InChI Key QTCQFGHPTGTIBH-CHPFXKROSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C43H60O20
Molecular Weight 896.90 g/mol
Exact Mass 896.36779430 g/mol
Topological Polar Surface Area (TPSA) 286.00 Ų
XlogP -0.80
Atomic LogP (AlogP) 0.11
H-Bond Acceptor 20
H-Bond Donor 6
Rotatable Bonds 10

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of methyl 2-[(1S,3S,5S,7S,8S,11S,12S,13S,16S)-5,11-diacetyloxy-13-(furan-3-yl)-6,6,8,12-tetramethyl-17-methylidene-15-oxo-16-[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-[[(2R,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxymethyl]oxan-2-yl]oxy-2,14-dioxatetracyclo[7.7.1.01,12.03,8]heptadecan-7-yl]acetate

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.8801 88.01%
Caco-2 - 0.8694 86.94%
Blood Brain Barrier - 0.6000 60.00%
Human oral bioavailability - 0.6857 68.57%
Subcellular localzation Mitochondria 0.7828 78.28%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior - 0.3337 33.37%
OATP1B3 inhibitior - 0.2523 25.23%
MATE1 inhibitior - 0.9600 96.00%
OCT2 inhibitior - 0.8750 87.50%
BSEP inhibitior + 0.7558 75.58%
P-glycoprotein inhibitior + 0.7534 75.34%
P-glycoprotein substrate + 0.7360 73.60%
CYP3A4 substrate + 0.7339 73.39%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8719 87.19%
CYP3A4 inhibition - 0.7859 78.59%
CYP2C9 inhibition - 0.7329 73.29%
CYP2C19 inhibition - 0.7790 77.90%
CYP2D6 inhibition - 0.9131 91.31%
CYP1A2 inhibition - 0.8461 84.61%
CYP2C8 inhibition + 0.7523 75.23%
CYP inhibitory promiscuity - 0.7183 71.83%
UGT catelyzed - 0.5000 50.00%
Carcinogenicity (binary) - 0.9800 98.00%
Carcinogenicity (trinary) Non-required 0.6358 63.58%
Eye corrosion - 0.9876 98.76%
Eye irritation - 0.9030 90.30%
Skin irritation - 0.7109 71.09%
Skin corrosion - 0.9378 93.78%
Ames mutagenesis - 0.6764 67.64%
Human Ether-a-go-go-Related Gene inhibition + 0.7203 72.03%
Micronuclear - 0.5800 58.00%
Hepatotoxicity - 0.6270 62.70%
skin sensitisation - 0.8192 81.92%
Respiratory toxicity + 0.6000 60.00%
Reproductive toxicity + 0.9111 91.11%
Mitochondrial toxicity + 0.6875 68.75%
Nephrotoxicity - 0.7746 77.46%
Acute Oral Toxicity (c) I 0.4766 47.66%
Estrogen receptor binding + 0.7929 79.29%
Androgen receptor binding + 0.7384 73.84%
Thyroid receptor binding + 0.5604 56.04%
Glucocorticoid receptor binding + 0.7659 76.59%
Aromatase binding + 0.6375 63.75%
PPAR gamma + 0.7949 79.49%
Honey bee toxicity - 0.6136 61.36%
Biodegradation - 0.8250 82.50%
Crustacea aquatic toxicity + 0.5300 53.00%
Fish aquatic toxicity + 0.9895 98.95%

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
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 99.38% 91.11%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 99.34% 85.14%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 97.80% 96.09%
CHEMBL1951 P21397 Monoamine oxidase A 96.32% 91.49%
CHEMBL1806 P11388 DNA topoisomerase II alpha 93.53% 89.00%
CHEMBL1293249 Q13887 Kruppel-like factor 5 93.43% 86.33%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 93.19% 94.00%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 89.97% 94.45%
CHEMBL3714130 P46095 G-protein coupled receptor 6 88.60% 97.36%
CHEMBL3137262 O60341 LSD1/CoREST complex 87.81% 97.09%
CHEMBL3401 O75469 Pregnane X receptor 86.44% 94.73%
CHEMBL5608 Q16288 NT-3 growth factor receptor 84.53% 95.89%
CHEMBL3091268 Q92753 Nuclear receptor ROR-beta 83.60% 95.50%
CHEMBL221 P23219 Cyclooxygenase-1 82.91% 90.17%
CHEMBL2581 P07339 Cathepsin D 81.69% 98.95%
CHEMBL2335 P42785 Lysosomal Pro-X carboxypeptidase 81.34% 100.00%
CHEMBL3060 Q9Y345 Glycine transporter 2 80.15% 99.17%
CHEMBL1075094 Q16236 Nuclear factor erythroid 2-related factor 2 80.02% 96.00%

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.
Melia azedarach

Cross-Links

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PubChem 10724397
NPASS NPC212473