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methyl (1S,2S,5S,7S,8S,9R,10S)-5-(furan-3-yl)-7,9-dimethyl-3-oxo-8-[3-[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxypropyl]-4,11-dioxatricyclo[7.2.1.02,7]dodecane-10-carboxylate

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 69732527-54e5-425e-b6f1-0616c142cf0c
Taxonomy Lipids and lipid-like molecules > Fatty Acyls > Fatty acyl glycosides > Fatty acyl glycosides of mono- and disaccharides
IUPAC Name methyl (1S,2S,5S,7S,8S,9R,10S)-5-(furan-3-yl)-7,9-dimethyl-3-oxo-8-[3-[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxypropyl]-4,11-dioxatricyclo[7.2.1.02,7]dodecane-10-carboxylate
SMILES (Canonical) CC12CC(OC(=O)C1C3CC(C2CCCOC4C(C(C(C(O4)CO)O)O)O)(C(O3)C(=O)OC)C)C5=COC=C5
SMILES (Isomeric) C[C@@]12C[C@H](OC(=O)[C@@H]1[C@@H]3C[C@]([C@H]2CCCO[C@H]4[C@@H]([C@H]([C@@H]([C@H](O4)CO)O)O)O)([C@H](O3)C(=O)OC)C)C5=COC=C5
InChI InChI=1S/C27H38O12/c1-26-9-14(13-6-8-35-12-13)38-23(32)18(26)15-10-27(2,22(37-15)24(33)34-3)17(26)5-4-7-36-25-21(31)20(30)19(29)16(11-28)39-25/h6,8,12,14-22,25,28-31H,4-5,7,9-11H2,1-3H3/t14-,15-,16+,17-,18-,19+,20-,21+,22+,25+,26-,27+/m0/s1
InChI Key HQCSSBYQDUJZEE-TYEUQHTQSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C27H38O12
Molecular Weight 554.60 g/mol
Exact Mass 554.23632664 g/mol
Topological Polar Surface Area (TPSA) 174.00 Ų
XlogP 0.60
Atomic LogP (AlogP) 0.45
H-Bond Acceptor 12
H-Bond Donor 4
Rotatable Bonds 8

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of methyl (1S,2S,5S,7S,8S,9R,10S)-5-(furan-3-yl)-7,9-dimethyl-3-oxo-8-[3-[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxypropyl]-4,11-dioxatricyclo[7.2.1.02,7]dodecane-10-carboxylate

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.6044 60.44%
Caco-2 - 0.8394 83.94%
Blood Brain Barrier - 0.6500 65.00%
Human oral bioavailability - 0.6571 65.71%
Subcellular localzation Mitochondria 0.7503 75.03%
OATP2B1 inhibitior - 0.8627 86.27%
OATP1B1 inhibitior + 0.7529 75.29%
OATP1B3 inhibitior + 0.9447 94.47%
MATE1 inhibitior - 0.9012 90.12%
OCT2 inhibitior - 0.7750 77.50%
BSEP inhibitior - 0.7023 70.23%
P-glycoprotein inhibitior + 0.6143 61.43%
P-glycoprotein substrate + 0.5106 51.06%
CYP3A4 substrate + 0.7022 70.22%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8727 87.27%
CYP3A4 inhibition - 0.8579 85.79%
CYP2C9 inhibition - 0.8634 86.34%
CYP2C19 inhibition - 0.8416 84.16%
CYP2D6 inhibition - 0.9567 95.67%
CYP1A2 inhibition - 0.9027 90.27%
CYP2C8 inhibition + 0.5970 59.70%
CYP inhibitory promiscuity - 0.9314 93.14%
UGT catelyzed + 0.7000 70.00%
Carcinogenicity (binary) - 0.9700 97.00%
Carcinogenicity (trinary) Non-required 0.6447 64.47%
Eye corrosion - 0.9900 99.00%
Eye irritation - 0.9429 94.29%
Skin irritation - 0.7518 75.18%
Skin corrosion - 0.9443 94.43%
Ames mutagenesis - 0.5500 55.00%
Human Ether-a-go-go-Related Gene inhibition + 0.8230 82.30%
Micronuclear - 0.7700 77.00%
Hepatotoxicity - 0.6601 66.01%
skin sensitisation - 0.9331 93.31%
Respiratory toxicity + 0.6556 65.56%
Reproductive toxicity + 0.7889 78.89%
Mitochondrial toxicity + 0.6125 61.25%
Nephrotoxicity + 0.5895 58.95%
Acute Oral Toxicity (c) I 0.5682 56.82%
Estrogen receptor binding + 0.7848 78.48%
Androgen receptor binding + 0.6992 69.92%
Thyroid receptor binding - 0.5241 52.41%
Glucocorticoid receptor binding + 0.6739 67.39%
Aromatase binding + 0.6088 60.88%
PPAR gamma + 0.6007 60.07%
Honey bee toxicity - 0.7783 77.83%
Biodegradation - 0.8750 87.50%
Crustacea aquatic toxicity - 0.6700 67.00%
Fish aquatic toxicity + 0.9472 94.72%

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 98.99% 91.11%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 98.25% 96.09%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 96.62% 94.45%
CHEMBL3137262 O60341 LSD1/CoREST complex 91.29% 97.09%
CHEMBL1907602 P06493 Cyclin-dependent kinase 1/cyclin B1 87.89% 91.24%
CHEMBL3401 O75469 Pregnane X receptor 87.39% 94.73%
CHEMBL3060 Q9Y345 Glycine transporter 2 87.38% 99.17%
CHEMBL1075094 Q16236 Nuclear factor erythroid 2-related factor 2 87.22% 96.00%
CHEMBL1293249 Q13887 Kruppel-like factor 5 86.36% 86.33%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 83.14% 94.00%
CHEMBL2111367 P27986 PI3-kinase p110-alpha/p85-alpha 82.71% 94.33%
CHEMBL3476 O15111 Inhibitor of nuclear factor kappa B kinase alpha subunit 81.71% 95.83%
CHEMBL1994 P08235 Mineralocorticoid receptor 80.33% 100.00%
CHEMBL1806 P11388 DNA topoisomerase II alpha 80.25% 89.00%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 80.12% 85.14%

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.
Allium tuberosum
Tinospora baenzigeri

Cross-Links

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PubChem 10053384
NPASS NPC158772
LOTUS LTS0078366
wikiData Q105032174