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[(1S,4aS,6S,7R,7aS)-6-acetyloxy-7-(acetyloxymethyl)-7-hydroxy-4-[[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-[[(E)-3-(4-hydroxyphenyl)prop-2-enoyl]oxymethyl]oxan-2-yl]oxymethyl]-4a,5,6,7a-tetrahydro-1H-cyclopenta[c]pyran-1-yl] 3-methylbutanoate

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 900c8613-0de5-431c-9e73-ada1b96b9eb8
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Terpene glycosides
IUPAC Name [(1S,4aS,6S,7R,7aS)-6-acetyloxy-7-(acetyloxymethyl)-7-hydroxy-4-[[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-[[(E)-3-(4-hydroxyphenyl)prop-2-enoyl]oxymethyl]oxan-2-yl]oxymethyl]-4a,5,6,7a-tetrahydro-1H-cyclopenta[c]pyran-1-yl] 3-methylbutanoate
SMILES (Canonical)
SMILES (Isomeric)
InChI InChI=1S/C34H44O16/c1-17(2)11-27(39)50-32-28-23(12-25(48-19(4)36)34(28,43)16-47-18(3)35)21(13-45-32)14-46-33-31(42)30(41)29(40)24(49-33)15-44-26(38)10-7-20-5-8-22(37)9-6-20/h5-10,13,17,23-25,28-33,37,40-43H,11-12,14-16H2,1-4H3/b10-7+/t23-,24-,25+,28-,29-,30+,31-,32+,33-,34-/m1/s1
InChI Key NCLQBRZKEZTVRV-XLQUXNNSSA-N
Popularity 2 references in papers

Physical and Chemical Properties

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Molecular Formula C34H44O16
Molecular Weight 708.70 g/mol
Exact Mass 708.26293531 g/mol
Topological Polar Surface Area (TPSA) 234.00 Ų
XlogP 0.20
Atomic LogP (AlogP) 0.46
H-Bond Acceptor 16
H-Bond Donor 5
Rotatable Bonds 13

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of [(1S,4aS,6S,7R,7aS)-6-acetyloxy-7-(acetyloxymethyl)-7-hydroxy-4-[[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-[[(E)-3-(4-hydroxyphenyl)prop-2-enoyl]oxymethyl]oxan-2-yl]oxymethyl]-4a,5,6,7a-tetrahydro-1H-cyclopenta[c]pyran-1-yl] 3-methylbutanoate

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.8893 88.93%
Caco-2 - 0.8776 87.76%
Blood Brain Barrier - 0.5250 52.50%
Human oral bioavailability - 0.8571 85.71%
Subcellular localzation Mitochondria 0.7571 75.71%
OATP2B1 inhibitior - 0.8592 85.92%
OATP1B1 inhibitior + 0.7982 79.82%
OATP1B3 inhibitior + 0.8861 88.61%
MATE1 inhibitior - 0.9600 96.00%
OCT2 inhibitior - 0.9750 97.50%
BSEP inhibitior + 0.7561 75.61%
P-glycoprotein inhibitior + 0.7006 70.06%
P-glycoprotein substrate + 0.6345 63.45%
CYP3A4 substrate + 0.7067 70.67%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8765 87.65%
CYP3A4 inhibition - 0.8437 84.37%
CYP2C9 inhibition - 0.7870 78.70%
CYP2C19 inhibition - 0.7992 79.92%
CYP2D6 inhibition - 0.9231 92.31%
CYP1A2 inhibition - 0.7940 79.40%
CYP2C8 inhibition + 0.7545 75.45%
CYP inhibitory promiscuity - 0.9052 90.52%
UGT catelyzed - 0.5000 50.00%
Carcinogenicity (binary) - 1.0000 100.00%
Carcinogenicity (trinary) Non-required 0.6087 60.87%
Eye corrosion - 0.9912 99.12%
Eye irritation - 0.9201 92.01%
Skin irritation - 0.6775 67.75%
Skin corrosion - 0.9444 94.44%
Ames mutagenesis - 0.5000 50.00%
Human Ether-a-go-go-Related Gene inhibition - 0.3867 38.67%
Micronuclear - 0.6500 65.00%
Hepatotoxicity - 0.6822 68.22%
skin sensitisation - 0.8424 84.24%
Respiratory toxicity + 0.5889 58.89%
Reproductive toxicity + 0.9556 95.56%
Mitochondrial toxicity + 0.7000 70.00%
Nephrotoxicity - 0.6724 67.24%
Acute Oral Toxicity (c) I 0.6146 61.46%
Estrogen receptor binding + 0.8243 82.43%
Androgen receptor binding + 0.7123 71.23%
Thyroid receptor binding - 0.5132 51.32%
Glucocorticoid receptor binding + 0.7523 75.23%
Aromatase binding + 0.6364 63.64%
PPAR gamma + 0.7407 74.07%
Honey bee toxicity - 0.6988 69.88%
Biodegradation - 0.7000 70.00%
Crustacea aquatic toxicity - 0.5500 55.00%
Fish aquatic toxicity + 0.9955 99.55%

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 98.74% 91.11%
CHEMBL4040 P28482 MAP kinase ERK2 98.66% 83.82%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 98.53% 96.09%
CHEMBL1293249 Q13887 Kruppel-like factor 5 96.55% 86.33%
CHEMBL226 P30542 Adenosine A1 receptor 96.28% 95.93%
CHEMBL3137262 O60341 LSD1/CoREST complex 96.12% 97.09%
CHEMBL1806 P11388 DNA topoisomerase II alpha 95.37% 89.00%
CHEMBL1075094 Q16236 Nuclear factor erythroid 2-related factor 2 94.65% 96.00%
CHEMBL2581 P07339 Cathepsin D 92.69% 98.95%
CHEMBL225 P28335 Serotonin 2c (5-HT2c) receptor 91.88% 89.62%
CHEMBL4657 Q6V1X1 Dipeptidyl peptidase VIII 91.62% 97.21%
CHEMBL206 P03372 Estrogen receptor alpha 89.70% 97.64%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 89.20% 94.45%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 88.09% 95.89%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 87.58% 95.56%
CHEMBL3060 Q9Y345 Glycine transporter 2 85.69% 99.17%
CHEMBL2996 Q05655 Protein kinase C delta 85.35% 97.79%
CHEMBL1994 P08235 Mineralocorticoid receptor 84.64% 100.00%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 84.55% 85.14%
CHEMBL5255 O00206 Toll-like receptor 4 84.15% 92.50%
CHEMBL4227 P25090 Lipoxin A4 receptor 83.23% 100.00%
CHEMBL5852 Q96P65 Pyroglutamylated RFamide peptide receptor 81.63% 85.00%
CHEMBL2563 Q9UQL6 Histone deacetylase 5 81.58% 89.67%
CHEMBL4481 P35228 Nitric oxide synthase, inducible 81.23% 94.80%
CHEMBL3401 O75469 Pregnane X receptor 81.12% 94.73%
CHEMBL5608 Q16288 NT-3 growth factor receptor 81.05% 95.89%
CHEMBL242 Q92731 Estrogen receptor beta 81.04% 98.35%
CHEMBL4208 P20618 Proteasome component C5 80.84% 90.00%
CHEMBL3359 P21462 Formyl peptide receptor 1 80.63% 93.56%
CHEMBL3091268 Q92753 Nuclear receptor ROR-beta 80.33% 95.50%
CHEMBL253 P34972 Cannabinoid CB2 receptor 80.03% 97.25%

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.
There are no matching plants.

Cross-Links

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PubChem 102081155
LOTUS LTS0104650
wikiData Q105177266