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[(2S,3S,5S,6R,8S)-3-[(2S,3R,4R,5S,6R)-6-(benzoyloxymethyl)-3,4-dihydroxy-5-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxan-2-yl]oxy-6-hydroxy-8-methyl-9,10-dioxatetracyclo[4.3.1.02,5.03,8]decan-2-yl]methyl 4-hydroxybenzoate

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 e3fd12b2-8406-4e4a-80b5-e220f0d04a6c
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Terpene glycosides
IUPAC Name [(2S,3S,5S,6R,8S)-3-[(2S,3R,4R,5S,6R)-6-(benzoyloxymethyl)-3,4-dihydroxy-5-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxan-2-yl]oxy-6-hydroxy-8-methyl-9,10-dioxatetracyclo[4.3.1.02,5.03,8]decan-2-yl]methyl 4-hydroxybenzoate
SMILES (Canonical) CC12CC3(C4CC1(C4(C(O2)O3)COC(=O)C5=CC=C(C=C5)O)OC6C(C(C(C(O6)COC(=O)C7=CC=CC=C7)OC8C(C(C(C(O8)CO)O)O)O)O)O)O
SMILES (Isomeric) C[C@]12C[C@@]3([C@H]4C[C@@]1([C@@]4(C(O2)O3)COC(=O)C5=CC=C(C=C5)O)O[C@H]6[C@@H]([C@H]([C@@H]([C@H](O6)COC(=O)C7=CC=CC=C7)O[C@H]8[C@@H]([C@H]([C@@H]([C@H](O8)CO)O)O)O)O)O)O
InChI InChI=1S/C36H42O18/c1-33-14-35(46)21-11-36(33,34(21,32(53-33)54-35)15-48-29(45)17-7-9-18(38)10-8-17)52-31-26(43)24(41)27(51-30-25(42)23(40)22(39)19(12-37)49-30)20(50-31)13-47-28(44)16-5-3-2-4-6-16/h2-10,19-27,30-32,37-43,46H,11-15H2,1H3/t19-,20-,21+,22-,23+,24-,25-,26-,27-,30+,31+,32?,33+,34+,35-,36-/m1/s1
InChI Key VPVGENHRANUECH-BUNNSMRTSA-N
Popularity 1 reference in papers

Physical and Chemical Properties

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Molecular Formula C36H42O18
Molecular Weight 762.70 g/mol
Exact Mass 762.23711449 g/mol
Topological Polar Surface Area (TPSA) 270.00 Ų
XlogP -1.30
Atomic LogP (AlogP) -1.96
H-Bond Acceptor 18
H-Bond Donor 8
Rotatable Bonds 11

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of [(2S,3S,5S,6R,8S)-3-[(2S,3R,4R,5S,6R)-6-(benzoyloxymethyl)-3,4-dihydroxy-5-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxan-2-yl]oxy-6-hydroxy-8-methyl-9,10-dioxatetracyclo[4.3.1.02,5.03,8]decan-2-yl]methyl 4-hydroxybenzoate

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.6930 69.30%
Caco-2 - 0.8841 88.41%
Blood Brain Barrier - 0.5250 52.50%
Human oral bioavailability - 0.9000 90.00%
Subcellular localzation Mitochondria 0.6236 62.36%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.8854 88.54%
OATP1B3 inhibitior + 0.9518 95.18%
MATE1 inhibitior - 0.9400 94.00%
OCT2 inhibitior - 0.7500 75.00%
BSEP inhibitior + 0.7847 78.47%
P-glycoprotein inhibitior + 0.6879 68.79%
P-glycoprotein substrate - 0.5384 53.84%
CYP3A4 substrate + 0.7113 71.13%
CYP2C9 substrate - 0.7961 79.61%
CYP2D6 substrate - 0.8508 85.08%
CYP3A4 inhibition - 0.7611 76.11%
CYP2C9 inhibition - 0.8949 89.49%
CYP2C19 inhibition - 0.7969 79.69%
CYP2D6 inhibition - 0.9321 93.21%
CYP1A2 inhibition - 0.8727 87.27%
CYP2C8 inhibition + 0.7809 78.09%
CYP inhibitory promiscuity - 0.9480 94.80%
UGT catelyzed + 0.7000 70.00%
Carcinogenicity (binary) - 0.9700 97.00%
Carcinogenicity (trinary) Non-required 0.5478 54.78%
Eye corrosion - 0.9901 99.01%
Eye irritation - 0.9130 91.30%
Skin irritation - 0.7557 75.57%
Skin corrosion - 0.9401 94.01%
Ames mutagenesis - 0.6070 60.70%
Human Ether-a-go-go-Related Gene inhibition + 0.6416 64.16%
Micronuclear - 0.6000 60.00%
Hepatotoxicity - 0.8340 83.40%
skin sensitisation - 0.8881 88.81%
Respiratory toxicity + 0.6556 65.56%
Reproductive toxicity + 0.8444 84.44%
Mitochondrial toxicity + 0.7000 70.00%
Nephrotoxicity - 0.8758 87.58%
Acute Oral Toxicity (c) III 0.3870 38.70%
Estrogen receptor binding + 0.7966 79.66%
Androgen receptor binding + 0.7497 74.97%
Thyroid receptor binding + 0.5392 53.92%
Glucocorticoid receptor binding + 0.6376 63.76%
Aromatase binding + 0.6038 60.38%
PPAR gamma + 0.7392 73.92%
Honey bee toxicity - 0.7157 71.57%
Biodegradation - 0.8250 82.50%
Crustacea aquatic toxicity - 0.5100 51.00%
Fish aquatic toxicity + 0.9846 98.46%

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 97.21% 91.11%
CHEMBL1293249 Q13887 Kruppel-like factor 5 95.66% 86.33%
CHEMBL2035 P08912 Muscarinic acetylcholine receptor M5 94.72% 94.62%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 92.90% 96.09%
CHEMBL3137262 O60341 LSD1/CoREST complex 92.11% 97.09%
CHEMBL226 P30542 Adenosine A1 receptor 92.08% 95.93%
CHEMBL216 P11229 Muscarinic acetylcholine receptor M1 88.51% 94.23%
CHEMBL3476 O15111 Inhibitor of nuclear factor kappa B kinase alpha subunit 87.36% 95.83%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 86.28% 95.56%
CHEMBL218 P21554 Cannabinoid CB1 receptor 84.93% 96.61%
CHEMBL1821 P08173 Muscarinic acetylcholine receptor M4 84.67% 94.08%
CHEMBL3060 Q9Y345 Glycine transporter 2 84.27% 99.17%
CHEMBL4208 P20618 Proteasome component C5 84.12% 90.00%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 83.74% 99.23%
CHEMBL3401 O75469 Pregnane X receptor 83.56% 94.73%
CHEMBL2581 P07339 Cathepsin D 83.52% 98.95%
CHEMBL5608 Q16288 NT-3 growth factor receptor 82.97% 95.89%
CHEMBL3475 P05121 Plasminogen activator inhibitor-1 81.90% 83.00%
CHEMBL1806 P11388 DNA topoisomerase II alpha 81.75% 89.00%
CHEMBL340 P08684 Cytochrome P450 3A4 80.57% 91.19%

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.
Paeonia suffruticosa

Cross-Links

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PubChem 76331994
LOTUS LTS0066950
wikiData Q105291039