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[(2R,3S,4S,5S)-3,4,5-trihydroxyoxan-2-yl] (4aS,6aR,6aS,6bR,8R,8aR,9R,10R,12aR,14bS)-8-hydroxy-9-(hydroxymethyl)-2,2,6a,6b,9,12a-hexamethyl-11-oxo-10-[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-3,4,5,6,6a,7,8,8a,10,12,13,14b-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 c80fc775-9d1e-4b66-828b-88906b1a04db
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Terpene glycosides > Triterpene glycosides > Triterpene saponins
IUPAC Name [(2R,3S,4S,5S)-3,4,5-trihydroxyoxan-2-yl] (4aS,6aR,6aS,6bR,8R,8aR,9R,10R,12aR,14bS)-8-hydroxy-9-(hydroxymethyl)-2,2,6a,6b,9,12a-hexamethyl-11-oxo-10-[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-3,4,5,6,6a,7,8,8a,10,12,13,14b-dodecahydro-1H-picene-4a-carboxylate
SMILES (Canonical) CC1(CCC2(CCC3(C(=CCC4C3(CC(C5C4(CC(=O)C(C5(C)CO)OC6C(C(C(C(O6)CO)O)O)O)C)O)C)C2C1)C)C(=O)OC7C(C(C(CO7)O)O)O)C
SMILES (Isomeric) C[C@@]12CC[C@]3(CCC(C[C@H]3C1=CC[C@H]4[C@]2(C[C@H]([C@@H]5[C@@]4(CC(=O)[C@@H]([C@@]5(C)CO)O[C@@H]6[C@@H]([C@H]([C@@H]([C@H](O6)CO)O)O)O)C)O)C)(C)C)C(=O)O[C@@H]7[C@H]([C@H]([C@H](CO7)O)O)O
InChI InChI=1S/C41H64O15/c1-36(2)9-11-41(35(52)56-33-29(50)26(47)23(46)17-53-33)12-10-39(5)19(20(41)13-36)7-8-25-37(3)14-22(45)32(38(4,18-43)31(37)21(44)15-40(25,39)6)55-34-30(51)28(49)27(48)24(16-42)54-34/h7,20-21,23-34,42-44,46-51H,8-18H2,1-6H3/t20-,21+,23-,24+,25+,26-,27+,28-,29-,30+,31+,32-,33+,34+,37+,38-,39+,40+,41-/m0/s1
InChI Key RRAYNNCQLLWTEX-SWTKMMDPSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C41H64O15
Molecular Weight 796.90 g/mol
Exact Mass 796.42452133 g/mol
Topological Polar Surface Area (TPSA) 253.00 Ų
XlogP 0.60
Atomic LogP (AlogP) 0.08
H-Bond Acceptor 15
H-Bond Donor 9
Rotatable Bonds 6

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of [(2R,3S,4S,5S)-3,4,5-trihydroxyoxan-2-yl] (4aS,6aR,6aS,6bR,8R,8aR,9R,10R,12aR,14bS)-8-hydroxy-9-(hydroxymethyl)-2,2,6a,6b,9,12a-hexamethyl-11-oxo-10-[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-3,4,5,6,6a,7,8,8a,10,12,13,14b-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 + 0.7601 76.01%
Caco-2 - 0.8819 88.19%
Blood Brain Barrier - 0.5250 52.50%
Human oral bioavailability - 0.8143 81.43%
Subcellular localzation Mitochondria 0.8703 87.03%
OATP2B1 inhibitior - 0.8731 87.31%
OATP1B1 inhibitior + 0.8154 81.54%
OATP1B3 inhibitior - 0.4610 46.10%
MATE1 inhibitior - 0.9600 96.00%
OCT2 inhibitior - 0.5026 50.26%
BSEP inhibitior + 0.7391 73.91%
P-glycoprotein inhibitior + 0.7454 74.54%
P-glycoprotein substrate - 0.6153 61.53%
CYP3A4 substrate + 0.7156 71.56%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8777 87.77%
CYP3A4 inhibition - 0.8310 83.10%
CYP2C9 inhibition - 0.8704 87.04%
CYP2C19 inhibition - 0.9216 92.16%
CYP2D6 inhibition - 0.9491 94.91%
CYP1A2 inhibition - 0.9009 90.09%
CYP2C8 inhibition + 0.5812 58.12%
CYP inhibitory promiscuity - 0.9733 97.33%
UGT catelyzed - 0.6000 60.00%
Carcinogenicity (binary) - 0.9700 97.00%
Carcinogenicity (trinary) Non-required 0.6024 60.24%
Eye corrosion - 0.9896 98.96%
Eye irritation - 0.9096 90.96%
Skin irritation - 0.5876 58.76%
Skin corrosion - 0.9441 94.41%
Ames mutagenesis - 0.6200 62.00%
Human Ether-a-go-go-Related Gene inhibition + 0.6580 65.80%
Micronuclear - 0.7800 78.00%
Hepatotoxicity - 0.8750 87.50%
skin sensitisation - 0.9013 90.13%
Respiratory toxicity + 0.5667 56.67%
Reproductive toxicity + 0.9111 91.11%
Mitochondrial toxicity - 0.6250 62.50%
Nephrotoxicity - 0.6454 64.54%
Acute Oral Toxicity (c) III 0.8023 80.23%
Estrogen receptor binding + 0.7514 75.14%
Androgen receptor binding + 0.7526 75.26%
Thyroid receptor binding - 0.5893 58.93%
Glucocorticoid receptor binding + 0.6784 67.84%
Aromatase binding + 0.6160 61.60%
PPAR gamma + 0.7371 73.71%
Honey bee toxicity - 0.7098 70.98%
Biodegradation - 0.8000 80.00%
Crustacea aquatic toxicity - 0.6450 64.50%
Fish aquatic toxicity + 0.9585 95.85%

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 98.36% 91.11%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 97.13% 94.45%
CHEMBL4303 P08238 Heat shock protein HSP 90-beta 97.11% 96.77%
CHEMBL3137262 O60341 LSD1/CoREST complex 92.59% 97.09%
CHEMBL4040 P28482 MAP kinase ERK2 90.99% 83.82%
CHEMBL218 P21554 Cannabinoid CB1 receptor 90.70% 96.61%
CHEMBL1293249 Q13887 Kruppel-like factor 5 89.68% 86.33%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 89.23% 96.09%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 89.23% 95.56%
CHEMBL4016 P42262 Glutamate receptor ionotropic, AMPA 2 88.78% 86.92%
CHEMBL253 P34972 Cannabinoid CB2 receptor 88.74% 97.25%
CHEMBL2581 P07339 Cathepsin D 87.10% 98.95%
CHEMBL1806 P11388 DNA topoisomerase II alpha 85.93% 89.00%
CHEMBL335 P18031 Protein-tyrosine phosphatase 1B 84.22% 95.17%
CHEMBL3714130 P46095 G-protein coupled receptor 6 83.93% 97.36%
CHEMBL1994 P08235 Mineralocorticoid receptor 83.09% 100.00%
CHEMBL2007 P16234 Platelet-derived growth factor receptor alpha 82.81% 91.07%
CHEMBL3880 P07900 Heat shock protein HSP 90-alpha 82.42% 96.21%
CHEMBL5255 O00206 Toll-like receptor 4 81.27% 92.50%

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.
Madhuca longifolia

Cross-Links

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PubChem 162899686
LOTUS LTS0093164
wikiData Q105243904