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(3S,4S,4aR,6aR,6bS,8R,8aR,12aS,14aR,14bR)-8a-[(2S,3R,4S,5R,6R)-3,5-dihydroxy-4-[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-6-[[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxymethyl]oxan-2-yl]oxycarbonyl-3,8-dihydroxy-4,6a,6b,11,11,14b-hexamethyl-1,2,3,4a,5,6,7,8,9,10,12,12a,14,14a-tetradecahydropicene-4-carboxylic acid

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 19a43954-40aa-4b28-a1f2-c32bfd70e8b9
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Terpene glycosides > Triterpene glycosides > Triterpene saponins
IUPAC Name (3S,4S,4aR,6aR,6bS,8R,8aR,12aS,14aR,14bR)-8a-[(2S,3R,4S,5R,6R)-3,5-dihydroxy-4-[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-6-[[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxymethyl]oxan-2-yl]oxycarbonyl-3,8-dihydroxy-4,6a,6b,11,11,14b-hexamethyl-1,2,3,4a,5,6,7,8,9,10,12,12a,14,14a-tetradecahydropicene-4-carboxylic acid
SMILES (Canonical)
SMILES (Isomeric)
InChI InChI=1S/C48H76O21/c1-43(2)13-14-48(21(15-43)20-7-8-25-44(3)11-10-27(51)47(6,41(61)62)26(44)9-12-45(25,4)46(20,5)16-28(48)52)42(63)69-40-36(60)37(68-39-35(59)33(57)30(54)23(18-50)66-39)31(55)24(67-40)19-64-38-34(58)32(56)29(53)22(17-49)65-38/h7,21-40,49-60H,8-19H2,1-6H3,(H,61,62)/t21-,22+,23+,24+,25+,26+,27-,28+,29+,30+,31+,32-,33-,34+,35+,36+,37-,38+,39-,40-,44+,45+,46+,47-,48+/m0/s1
InChI Key BDZNQQHAIBAVJE-KQNLIMNASA-N
Popularity 2 references in papers

Physical and Chemical Properties

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Molecular Formula C48H76O21
Molecular Weight 989.10 g/mol
Exact Mass 988.48790943 g/mol
Topological Polar Surface Area (TPSA) 353.00 Ų
XlogP 0.60
Atomic LogP (AlogP) -1.82
H-Bond Acceptor 20
H-Bond Donor 13
Rotatable Bonds 10

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of (3S,4S,4aR,6aR,6bS,8R,8aR,12aS,14aR,14bR)-8a-[(2S,3R,4S,5R,6R)-3,5-dihydroxy-4-[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-6-[[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxymethyl]oxan-2-yl]oxycarbonyl-3,8-dihydroxy-4,6a,6b,11,11,14b-hexamethyl-1,2,3,4a,5,6,7,8,9,10,12,12a,14,14a-tetradecahydropicene-4-carboxylic acid

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 - 0.8896 88.96%
Blood Brain Barrier - 0.5250 52.50%
Human oral bioavailability - 0.7857 78.57%
Subcellular localzation Mitochondria 0.8703 87.03%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.8048 80.48%
OATP1B3 inhibitior - 0.4610 46.10%
MATE1 inhibitior - 0.9600 96.00%
OCT2 inhibitior - 0.5026 50.26%
BSEP inhibitior + 0.7799 77.99%
P-glycoprotein inhibitior + 0.7470 74.70%
P-glycoprotein substrate - 0.5814 58.14%
CYP3A4 substrate + 0.7190 71.90%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8776 87.76%
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 + 0.6866 68.66%
CYP inhibitory promiscuity - 0.9733 97.33%
UGT catelyzed + 1.0000 100.00%
Carcinogenicity (binary) - 0.9700 97.00%
Carcinogenicity (trinary) Non-required 0.6024 60.24%
Eye corrosion - 0.9896 98.96%
Eye irritation - 0.9047 90.47%
Skin irritation - 0.5876 58.76%
Skin corrosion - 0.9441 94.41%
Ames mutagenesis - 0.8095 80.95%
Human Ether-a-go-go-Related Gene inhibition + 0.7188 71.88%
Micronuclear - 0.7800 78.00%
Hepatotoxicity - 0.8223 82.23%
skin sensitisation - 0.9013 90.13%
Respiratory toxicity + 0.5444 54.44%
Reproductive toxicity + 0.9111 91.11%
Mitochondrial toxicity - 0.6250 62.50%
Nephrotoxicity - 0.8022 80.22%
Acute Oral Toxicity (c) III 0.8023 80.23%
Estrogen receptor binding + 0.8036 80.36%
Androgen receptor binding + 0.7413 74.13%
Thyroid receptor binding - 0.5792 57.92%
Glucocorticoid receptor binding + 0.6912 69.12%
Aromatase binding + 0.6239 62.39%
PPAR gamma + 0.7831 78.31%
Honey bee toxicity - 0.7499 74.99%
Biodegradation - 0.8000 80.00%
Crustacea aquatic toxicity - 0.5950 59.50%
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 97.97% 91.11%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 95.69% 96.09%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 95.01% 94.45%
CHEMBL3137262 O60341 LSD1/CoREST complex 90.46% 97.09%
CHEMBL1293249 Q13887 Kruppel-like factor 5 88.98% 86.33%
CHEMBL5255 O00206 Toll-like receptor 4 87.08% 92.50%
CHEMBL335 P18031 Protein-tyrosine phosphatase 1B 85.40% 95.17%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 85.40% 95.56%
CHEMBL4187 Q99250 Sodium channel protein type II alpha subunit 83.83% 95.50%
CHEMBL1994 P08235 Mineralocorticoid receptor 83.14% 100.00%
CHEMBL5028 O14672 ADAM10 82.01% 97.50%
CHEMBL2111367 P27986 PI3-kinase p110-alpha/p85-alpha 81.04% 94.33%
CHEMBL4303 P08238 Heat shock protein HSP 90-beta 80.91% 96.77%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 80.73% 94.00%
CHEMBL253 P34972 Cannabinoid CB2 receptor 80.63% 97.25%
CHEMBL218 P21554 Cannabinoid CB1 receptor 80.58% 96.61%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 80.47% 92.62%
CHEMBL1806 P11388 DNA topoisomerase II alpha 80.38% 89.00%

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 21576988
LOTUS LTS0198627
wikiData Q104932553