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[(3aR,3'aS,4R,6'S,7R,7'R,7aS,7'aS)-6'-[(2S,3S,4S,5S,6R)-4,5-dihydroxy-3-methoxy-6-(methoxymethyl)oxan-2-yl]oxy-7'-hydroxyspiro[3a,6,7,7a-tetrahydro-[1,3]dioxolo[4,5-c]pyran-4,2'-4,6,7,7a-tetrahydro-3aH-[1,3]dioxolo[4,5-c]pyran]-7-yl] 2,4-dihydroxy-6-methylbenzoate

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 485736a6-7806-41c8-a905-bf61e3800089
Taxonomy Organic oxygen compounds > Organooxygen compounds > Carbohydrates and carbohydrate conjugates > Oligosaccharides
IUPAC Name [(3aR,3'aS,4R,6'S,7R,7'R,7aS,7'aS)-6'-[(2S,3S,4S,5S,6R)-4,5-dihydroxy-3-methoxy-6-(methoxymethyl)oxan-2-yl]oxy-7'-hydroxyspiro[3a,6,7,7a-tetrahydro-[1,3]dioxolo[4,5-c]pyran-4,2'-4,6,7,7a-tetrahydro-3aH-[1,3]dioxolo[4,5-c]pyran]-7-yl] 2,4-dihydroxy-6-methylbenzoate
SMILES (Canonical) CC1=CC(=CC(=C1C(=O)OC2COC3(C4C2OCO4)OC5COC(C(C5O3)O)OC6C(C(C(C(O6)COC)O)O)OC)O)O
SMILES (Isomeric) CC1=CC(=CC(=C1C(=O)O[C@@H]2CO[C@]3([C@H]4[C@H]2OCO4)O[C@H]5CO[C@H]([C@@H]([C@@H]5O3)O)O[C@H]6[C@H]([C@H]([C@@H]([C@H](O6)COC)O)O)OC)O)O
InChI InChI=1S/C27H36O17/c1-10-4-11(28)5-12(29)16(10)24(33)40-14-8-39-27(23-21(14)37-9-38-23)43-15-7-36-25(19(32)20(15)44-27)42-26-22(35-3)18(31)17(30)13(41-26)6-34-2/h4-5,13-15,17-23,25-26,28-32H,6-9H2,1-3H3/t13-,14-,15+,17-,18+,19-,20-,21+,22+,23-,25+,26+,27-/m1/s1
InChI Key DMCOMPYCVOEFMC-KHPJSCGOSA-N
Popularity 1 reference in papers

Physical and Chemical Properties

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Molecular Formula C27H36O17
Molecular Weight 632.60 g/mol
Exact Mass 632.19524968 g/mol
Topological Polar Surface Area (TPSA) 220.00 Ų
XlogP -1.50
Atomic LogP (AlogP) -2.02
H-Bond Acceptor 17
H-Bond Donor 5
Rotatable Bonds 7

Synonyms

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CHEMBL503844
Sch 58777

2D Structure

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2D Structure of [(3aR,3'aS,4R,6'S,7R,7'R,7aS,7'aS)-6'-[(2S,3S,4S,5S,6R)-4,5-dihydroxy-3-methoxy-6-(methoxymethyl)oxan-2-yl]oxy-7'-hydroxyspiro[3a,6,7,7a-tetrahydro-[1,3]dioxolo[4,5-c]pyran-4,2'-4,6,7,7a-tetrahydro-3aH-[1,3]dioxolo[4,5-c]pyran]-7-yl] 2,4-dihydroxy-6-methylbenzoate

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.6572 65.72%
Caco-2 - 0.8702 87.02%
Blood Brain Barrier - 0.6750 67.50%
Human oral bioavailability - 0.7714 77.14%
Subcellular localzation Mitochondria 0.6698 66.98%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.8626 86.26%
OATP1B3 inhibitior + 0.9321 93.21%
MATE1 inhibitior - 0.9000 90.00%
OCT2 inhibitior - 0.8000 80.00%
BSEP inhibitior - 0.6595 65.95%
P-glycoprotein inhibitior + 0.5851 58.51%
P-glycoprotein substrate + 0.5574 55.74%
CYP3A4 substrate + 0.7218 72.18%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8647 86.47%
CYP3A4 inhibition - 0.6041 60.41%
CYP2C9 inhibition - 0.8205 82.05%
CYP2C19 inhibition - 0.7400 74.00%
CYP2D6 inhibition - 0.8549 85.49%
CYP1A2 inhibition - 0.8606 86.06%
CYP2C8 inhibition + 0.7298 72.98%
CYP inhibitory promiscuity - 0.6942 69.42%
UGT catelyzed + 0.8000 80.00%
Carcinogenicity (binary) - 0.9700 97.00%
Carcinogenicity (trinary) Non-required 0.5667 56.67%
Eye corrosion - 0.9855 98.55%
Eye irritation - 0.9301 93.01%
Skin irritation - 0.8176 81.76%
Skin corrosion - 0.9461 94.61%
Ames mutagenesis - 0.5200 52.00%
Human Ether-a-go-go-Related Gene inhibition - 0.3722 37.22%
Micronuclear + 0.5074 50.74%
Hepatotoxicity - 0.5125 51.25%
skin sensitisation - 0.8333 83.33%
Respiratory toxicity + 0.5778 57.78%
Reproductive toxicity + 0.8000 80.00%
Mitochondrial toxicity + 0.6625 66.25%
Nephrotoxicity - 0.8226 82.26%
Acute Oral Toxicity (c) III 0.5965 59.65%
Estrogen receptor binding + 0.7448 74.48%
Androgen receptor binding + 0.6439 64.39%
Thyroid receptor binding - 0.5110 51.10%
Glucocorticoid receptor binding + 0.6262 62.62%
Aromatase binding + 0.6312 63.12%
PPAR gamma + 0.6412 64.12%
Honey bee toxicity - 0.7169 71.69%
Biodegradation - 0.6750 67.50%
Crustacea aquatic toxicity - 0.5700 57.00%
Fish aquatic toxicity + 0.8909 89.09%

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 99.81% 91.11%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 97.77% 96.09%
CHEMBL3401 O75469 Pregnane X receptor 96.05% 94.73%
CHEMBL1806 P11388 DNA topoisomerase II alpha 95.27% 89.00%
CHEMBL1951 P21397 Monoamine oxidase A 94.19% 91.49%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 93.98% 94.45%
CHEMBL215 P09917 Arachidonate 5-lipoxygenase 93.46% 92.68%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 91.32% 94.00%
CHEMBL4657 Q6V1X1 Dipeptidyl peptidase VIII 89.44% 97.21%
CHEMBL3922 P50579 Methionine aminopeptidase 2 88.21% 97.28%
CHEMBL1293249 Q13887 Kruppel-like factor 5 87.59% 86.33%
CHEMBL4208 P20618 Proteasome component C5 87.26% 90.00%
CHEMBL1075162 Q13304 Uracil nucleotide/cysteinyl leukotriene receptor 87.15% 80.33%
CHEMBL1075094 Q16236 Nuclear factor erythroid 2-related factor 2 87.02% 96.00%
CHEMBL3137262 O60341 LSD1/CoREST complex 86.09% 97.09%
CHEMBL3060 Q9Y345 Glycine transporter 2 86.07% 99.17%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 84.10% 95.89%
CHEMBL340 P08684 Cytochrome P450 3A4 83.68% 91.19%
CHEMBL4793 Q86TI2 Dipeptidyl peptidase IX 82.60% 96.95%
CHEMBL5255 O00206 Toll-like receptor 4 82.50% 92.50%
CHEMBL2007 P16234 Platelet-derived growth factor receptor alpha 82.31% 91.07%
CHEMBL2107 P61073 C-X-C chemokine receptor type 4 81.82% 93.10%
CHEMBL2111367 P27986 PI3-kinase p110-alpha/p85-alpha 81.77% 94.33%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 80.68% 99.23%
CHEMBL4481 P35228 Nitric oxide synthase, inducible 80.58% 94.80%
CHEMBL2781 P19634 Sodium/hydrogen exchanger 1 80.58% 90.24%
CHEMBL2581 P07339 Cathepsin D 80.09% 98.95%

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 44575977
LOTUS LTS0047833
wikiData Q77515898