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[(2S,3R,4S,5S,6R)-6-[[(2R,3R,4R,5S,6R)-3,4-dihydroxy-6-(hydroxymethyl)-5-[(2S,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxyoxan-2-yl]oxymethyl]-3,4,5-trihydroxyoxan-2-yl] (4aS,6aR,6bR,8aR,12aR,14aR,14bS)-2,2,6b,9,9,12a,14b-heptamethyl-10-oxo-3,4,5,6a,7,8,8a,11,12,13,14,14a-dodecahydro-1H-picene-4a-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 20706b21-c4c6-4cdf-8685-1102f3dc441e
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Terpene glycosides > Triterpene glycosides > Triterpene saponins
IUPAC Name [(2S,3R,4S,5S,6R)-6-[[(2R,3R,4R,5S,6R)-3,4-dihydroxy-6-(hydroxymethyl)-5-[(2S,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxyoxan-2-yl]oxymethyl]-3,4,5-trihydroxyoxan-2-yl] (4aS,6aR,6bR,8aR,12aR,14aR,14bS)-2,2,6b,9,9,12a,14b-heptamethyl-10-oxo-3,4,5,6a,7,8,8a,11,12,13,14,14a-dodecahydro-1H-picene-4a-carboxylate
SMILES (Canonical)
SMILES (Isomeric)
InChI InChI=1S/C48H76O17/c1-22-30(51)32(53)35(56)40(61-22)64-38-25(19-49)62-39(37(58)34(38)55)60-20-26-31(52)33(54)36(57)41(63-26)65-42(59)48-16-11-23-24(47(48,8)21-43(2,3)17-18-48)9-10-28-45(23,6)14-12-27-44(4,5)29(50)13-15-46(27,28)7/h11,22,24-28,30-41,49,51-58H,9-10,12-21H2,1-8H3/t22-,24-,25+,26+,27-,28-,30-,31+,32+,33-,34+,35+,36+,37+,38+,39+,40-,41-,45-,46-,47-,48-/m0/s1
InChI Key AHCMXPFQRZEQFF-NQBBOPTISA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C48H76O17
Molecular Weight 925.10 g/mol
Exact Mass 924.50825095 g/mol
Topological Polar Surface Area (TPSA) 272.00 Ų
XlogP 1.80
Atomic LogP (AlogP) 1.38
H-Bond Acceptor 17
H-Bond Donor 9
Rotatable Bonds 8

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of [(2S,3R,4S,5S,6R)-6-[[(2R,3R,4R,5S,6R)-3,4-dihydroxy-6-(hydroxymethyl)-5-[(2S,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxyoxan-2-yl]oxymethyl]-3,4,5-trihydroxyoxan-2-yl] (4aS,6aR,6bR,8aR,12aR,14aR,14bS)-2,2,6b,9,9,12a,14b-heptamethyl-10-oxo-3,4,5,6a,7,8,8a,11,12,13,14,14a-dodecahydro-1H-picene-4a-carboxylate

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.7181 71.81%
Caco-2 - 0.8838 88.38%
Blood Brain Barrier - 0.6000 60.00%
Human oral bioavailability - 0.8571 85.71%
Subcellular localzation Mitochondria 0.8914 89.14%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.8529 85.29%
OATP1B3 inhibitior - 0.5187 51.87%
MATE1 inhibitior - 0.9600 96.00%
OCT2 inhibitior + 0.5974 59.74%
BSEP inhibitior + 0.9294 92.94%
P-glycoprotein inhibitior + 0.7488 74.88%
P-glycoprotein substrate + 0.5000 50.00%
CYP3A4 substrate + 0.7148 71.48%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8777 87.77%
CYP3A4 inhibition - 0.9061 90.61%
CYP2C9 inhibition - 0.8653 86.53%
CYP2C19 inhibition - 0.9130 91.30%
CYP2D6 inhibition - 0.9498 94.98%
CYP1A2 inhibition - 0.8749 87.49%
CYP2C8 inhibition + 0.6932 69.32%
CYP inhibitory promiscuity - 0.9549 95.49%
UGT catelyzed - 0.6000 60.00%
Carcinogenicity (binary) - 0.9700 97.00%
Carcinogenicity (trinary) Non-required 0.6115 61.15%
Eye corrosion - 0.9892 98.92%
Eye irritation - 0.9066 90.66%
Skin irritation - 0.6295 62.95%
Skin corrosion - 0.9453 94.53%
Ames mutagenesis - 0.7308 73.08%
Human Ether-a-go-go-Related Gene inhibition + 0.7530 75.30%
Micronuclear - 0.7900 79.00%
Hepatotoxicity - 0.7933 79.33%
skin sensitisation - 0.9028 90.28%
Respiratory toxicity + 0.6111 61.11%
Reproductive toxicity + 0.8778 87.78%
Mitochondrial toxicity - 0.6250 62.50%
Nephrotoxicity - 0.9468 94.68%
Acute Oral Toxicity (c) III 0.7689 76.89%
Estrogen receptor binding + 0.8312 83.12%
Androgen receptor binding + 0.7511 75.11%
Thyroid receptor binding - 0.5508 55.08%
Glucocorticoid receptor binding + 0.7556 75.56%
Aromatase binding + 0.6671 66.71%
PPAR gamma + 0.8201 82.01%
Honey bee toxicity - 0.6637 66.37%
Biodegradation - 0.8000 80.00%
Crustacea aquatic toxicity - 0.5600 56.00%
Fish aquatic toxicity + 0.9722 97.22%

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 98.61% 91.11%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 96.81% 96.09%
CHEMBL2581 P07339 Cathepsin D 92.73% 98.95%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 92.10% 94.00%
CHEMBL1293249 Q13887 Kruppel-like factor 5 91.89% 86.33%
CHEMBL3137262 O60341 LSD1/CoREST complex 90.74% 97.09%
CHEMBL3714130 P46095 G-protein coupled receptor 6 87.86% 97.36%
CHEMBL253 P34972 Cannabinoid CB2 receptor 87.74% 97.25%
CHEMBL1806 P11388 DNA topoisomerase II alpha 86.46% 89.00%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 86.07% 95.56%
CHEMBL3351 Q13085 Acetyl-CoA carboxylase 1 85.82% 93.04%
CHEMBL5255 O00206 Toll-like receptor 4 85.37% 92.50%
CHEMBL5608 Q16288 NT-3 growth factor receptor 83.97% 95.89%
CHEMBL3476 O15111 Inhibitor of nuclear factor kappa B kinase alpha subunit 83.86% 95.83%
CHEMBL1293277 O15118 Niemann-Pick C1 protein 82.88% 81.11%
CHEMBL226 P30542 Adenosine A1 receptor 82.66% 95.93%
CHEMBL1293294 P51151 Ras-related protein Rab-9A 81.87% 87.67%
CHEMBL1994 P08235 Mineralocorticoid receptor 81.77% 100.00%
CHEMBL5028 O14672 ADAM10 81.73% 97.50%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 81.66% 94.45%

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.
Heptapleurum bodinieri

Cross-Links

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PubChem 101714950
LOTUS LTS0153111
wikiData Q104912172