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3-[2-[(1S,4aR,5S,8aS)-5-[[(2R,3S,4R,5S,6S)-3,4-dihydroxy-6-(hydroxymethyl)-5-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxan-2-yl]oxymethyl]-5,8a-dimethyl-2-methylidene-3,4,4a,6,7,8-hexahydro-1H-naphthalen-1-yl]ethyl]-2H-furan-5-one

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 03dc64b0-5304-4a64-86bc-526fc23d8f1d
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Terpene glycosides > Diterpene glycosides
IUPAC Name 3-[2-[(1S,4aR,5S,8aS)-5-[[(2R,3S,4R,5S,6S)-3,4-dihydroxy-6-(hydroxymethyl)-5-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxan-2-yl]oxymethyl]-5,8a-dimethyl-2-methylidene-3,4,4a,6,7,8-hexahydro-1H-naphthalen-1-yl]ethyl]-2H-furan-5-one
SMILES (Canonical)
SMILES (Isomeric)
InChI InChI=1S/C32H50O13/c1-16-5-8-21-31(2,9-4-10-32(21,3)18(16)7-6-17-11-22(35)41-14-17)15-42-29-27(40)25(38)28(20(13-34)44-29)45-30-26(39)24(37)23(36)19(12-33)43-30/h11,18-21,23-30,33-34,36-40H,1,4-10,12-15H2,2-3H3/t18-,19+,20-,21-,23+,24-,25+,26+,27-,28+,29+,30-,31+,32-/m0/s1
InChI Key MNNAZMRVPBGURT-IBGCMAEFSA-N
Popularity 2 references in papers

Physical and Chemical Properties

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Molecular Formula C32H50O13
Molecular Weight 642.70 g/mol
Exact Mass 642.32514165 g/mol
Topological Polar Surface Area (TPSA) 205.00 Ų
XlogP 0.00
Atomic LogP (AlogP) -0.33
H-Bond Acceptor 13
H-Bond Donor 7
Rotatable Bonds 10

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of 3-[2-[(1S,4aR,5S,8aS)-5-[[(2R,3S,4R,5S,6S)-3,4-dihydroxy-6-(hydroxymethyl)-5-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxan-2-yl]oxymethyl]-5,8a-dimethyl-2-methylidene-3,4,4a,6,7,8-hexahydro-1H-naphthalen-1-yl]ethyl]-2H-furan-5-one

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.7024 70.24%
Caco-2 - 0.8750 87.50%
Blood Brain Barrier - 0.6250 62.50%
Human oral bioavailability - 0.8429 84.29%
Subcellular localzation Mitochondria 0.8090 80.90%
OATP2B1 inhibitior - 0.5872 58.72%
OATP1B1 inhibitior + 0.8361 83.61%
OATP1B3 inhibitior + 0.9053 90.53%
MATE1 inhibitior - 0.9812 98.12%
OCT2 inhibitior - 0.7500 75.00%
BSEP inhibitior + 0.8043 80.43%
P-glycoprotein inhibitior + 0.6499 64.99%
P-glycoprotein substrate - 0.5892 58.92%
CYP3A4 substrate + 0.7108 71.08%
CYP2C9 substrate - 0.8034 80.34%
CYP2D6 substrate - 0.8976 89.76%
CYP3A4 inhibition - 0.9320 93.20%
CYP2C9 inhibition - 0.9133 91.33%
CYP2C19 inhibition - 0.8991 89.91%
CYP2D6 inhibition - 0.9279 92.79%
CYP1A2 inhibition - 0.8680 86.80%
CYP2C8 inhibition + 0.6431 64.31%
CYP inhibitory promiscuity - 0.8937 89.37%
UGT catelyzed - 0.6000 60.00%
Carcinogenicity (binary) - 1.0000 100.00%
Carcinogenicity (trinary) Non-required 0.6395 63.95%
Eye corrosion - 0.9893 98.93%
Eye irritation - 0.9280 92.80%
Skin irritation - 0.5556 55.56%
Skin corrosion - 0.9402 94.02%
Ames mutagenesis - 0.6370 63.70%
Human Ether-a-go-go-Related Gene inhibition + 0.8212 82.12%
Micronuclear - 0.9000 90.00%
Hepatotoxicity - 0.7250 72.50%
skin sensitisation - 0.9036 90.36%
Respiratory toxicity + 0.6444 64.44%
Reproductive toxicity + 0.8222 82.22%
Mitochondrial toxicity + 0.5125 51.25%
Nephrotoxicity - 0.8629 86.29%
Acute Oral Toxicity (c) I 0.5110 51.10%
Estrogen receptor binding + 0.7737 77.37%
Androgen receptor binding + 0.7352 73.52%
Thyroid receptor binding - 0.6094 60.94%
Glucocorticoid receptor binding - 0.4722 47.22%
Aromatase binding + 0.6755 67.55%
PPAR gamma + 0.6471 64.71%
Honey bee toxicity - 0.6484 64.84%
Biodegradation - 0.7000 70.00%
Crustacea aquatic toxicity - 0.6400 64.00%
Fish aquatic toxicity + 0.9787 97.87%

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 99.51% 91.11%
CHEMBL2581 P07339 Cathepsin D 96.38% 98.95%
CHEMBL226 P30542 Adenosine A1 receptor 94.73% 95.93%
CHEMBL218 P21554 Cannabinoid CB1 receptor 94.60% 96.61%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 90.33% 95.56%
CHEMBL1806 P11388 DNA topoisomerase II alpha 89.72% 89.00%
CHEMBL3137262 O60341 LSD1/CoREST complex 89.58% 97.09%
CHEMBL1293249 Q13887 Kruppel-like factor 5 88.40% 86.33%
CHEMBL253 P34972 Cannabinoid CB2 receptor 88.01% 97.25%
CHEMBL1994 P08235 Mineralocorticoid receptor 86.81% 100.00%
CHEMBL5608 Q16288 NT-3 growth factor receptor 86.55% 95.89%
CHEMBL1937 Q92769 Histone deacetylase 2 85.01% 94.75%
CHEMBL5255 O00206 Toll-like receptor 4 83.94% 92.50%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 83.75% 94.00%
CHEMBL3091268 Q92753 Nuclear receptor ROR-beta 82.87% 95.50%
CHEMBL2274 Q9H228 Sphingosine 1-phosphate receptor Edg-8 82.65% 100.00%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 82.22% 96.09%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 81.50% 92.62%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 80.11% 94.45%

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 162845231
LOTUS LTS0234223
wikiData Q105168468