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6-[[10-Acetyloxy-8-hydroxy-8a-(hydroxymethyl)-4,4,6a,6b,11,11,14b-heptamethyl-9-(3-methylbutanoyloxy)-1,2,3,4a,5,6,7,8,9,10,12,12a,14,14a-tetradecahydropicen-3-yl]oxy]-3,4-dihydroxy-5-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxane-2-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 5f06207b-7bb1-4dd0-b9d3-1dce922e12d6
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Terpene glycosides > Triterpene glycosides > Triterpene saponins
IUPAC Name 6-[[10-acetyloxy-8-hydroxy-8a-(hydroxymethyl)-4,4,6a,6b,11,11,14b-heptamethyl-9-(3-methylbutanoyloxy)-1,2,3,4a,5,6,7,8,9,10,12,12a,14,14a-tetradecahydropicen-3-yl]oxy]-3,4-dihydroxy-5-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxane-2-carboxylic acid
SMILES (Canonical) CC(C)CC(=O)OC1C(C(CC2C1(C(CC3(C2=CCC4C3(CCC5C4(CCC(C5(C)C)OC6C(C(C(C(O6)C(=O)O)O)O)OC7C(C(C(C(O7)CO)O)O)O)C)C)C)O)CO)(C)C)OC(=O)C
SMILES (Isomeric) CC(C)CC(=O)OC1C(C(CC2C1(C(CC3(C2=CCC4C3(CCC5C4(CCC(C5(C)C)OC6C(C(C(C(O6)C(=O)O)O)O)OC7C(C(C(C(O7)CO)O)O)O)C)C)C)O)CO)(C)C)OC(=O)C
InChI InChI=1S/C49H78O18/c1-22(2)17-31(54)65-40-39(62-23(3)52)44(4,5)18-25-24-11-12-28-46(8)15-14-30(45(6,7)27(46)13-16-47(28,9)48(24,10)19-29(53)49(25,40)21-51)64-43-38(35(58)34(57)37(66-43)41(60)61)67-42-36(59)33(56)32(55)26(20-50)63-42/h11,22,25-30,32-40,42-43,50-51,53,55-59H,12-21H2,1-10H3,(H,60,61)
InChI Key PSYKTLBMWPCJQP-UHFFFAOYSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C49H78O18
Molecular Weight 955.10 g/mol
Exact Mass 954.51881563 g/mol
Topological Polar Surface Area (TPSA) 289.00 Ų
XlogP 4.10
Atomic LogP (AlogP) 1.96
H-Bond Acceptor 17
H-Bond Donor 9
Rotatable Bonds 11

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of 6-[[10-Acetyloxy-8-hydroxy-8a-(hydroxymethyl)-4,4,6a,6b,11,11,14b-heptamethyl-9-(3-methylbutanoyloxy)-1,2,3,4a,5,6,7,8,9,10,12,12a,14,14a-tetradecahydropicen-3-yl]oxy]-3,4-dihydroxy-5-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxane-2-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 - 0.8803 88.03%
Blood Brain Barrier - 0.5250 52.50%
Human oral bioavailability - 0.8429 84.29%
Subcellular localzation Mitochondria 0.8703 87.03%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.7554 75.54%
OATP1B3 inhibitior - 0.4610 46.10%
MATE1 inhibitior - 1.0000 100.00%
OCT2 inhibitior - 0.5026 50.26%
BSEP inhibitior + 0.7844 78.44%
P-glycoprotein inhibitior + 0.7551 75.51%
P-glycoprotein substrate - 0.5238 52.38%
CYP3A4 substrate + 0.7381 73.81%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8862 88.62%
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 + 0.7635 76.35%
CYP inhibitory promiscuity - 0.9733 97.33%
UGT catelyzed + 0.7000 70.00%
Carcinogenicity (binary) - 0.9700 97.00%
Carcinogenicity (trinary) Non-required 0.6024 60.24%
Eye corrosion - 0.9896 98.96%
Eye irritation - 0.9029 90.29%
Skin irritation - 0.5876 58.76%
Skin corrosion - 0.9441 94.41%
Ames mutagenesis - 0.7124 71.24%
Human Ether-a-go-go-Related Gene inhibition + 0.6783 67.83%
Micronuclear - 0.7800 78.00%
Hepatotoxicity - 0.8158 81.58%
skin sensitisation - 0.9013 90.13%
Respiratory toxicity - 0.5333 53.33%
Reproductive toxicity + 0.9111 91.11%
Mitochondrial toxicity - 0.6250 62.50%
Nephrotoxicity - 0.6897 68.97%
Acute Oral Toxicity (c) III 0.8023 80.23%
Estrogen receptor binding + 0.7846 78.46%
Androgen receptor binding + 0.7477 74.77%
Thyroid receptor binding - 0.5154 51.54%
Glucocorticoid receptor binding + 0.7823 78.23%
Aromatase binding + 0.6570 65.70%
PPAR gamma + 0.8224 82.24%
Honey bee toxicity - 0.6401 64.01%
Biodegradation - 0.7500 75.00%
Crustacea aquatic toxicity - 0.6200 62.00%
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 98.54% 91.11%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 96.64% 94.45%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 95.71% 96.09%
CHEMBL2581 P07339 Cathepsin D 92.41% 98.95%
CHEMBL221 P23219 Cyclooxygenase-1 91.92% 90.17%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 89.67% 95.56%
CHEMBL3359 P21462 Formyl peptide receptor 1 89.41% 93.56%
CHEMBL3880 P07900 Heat shock protein HSP 90-alpha 89.39% 96.21%
CHEMBL3060 Q9Y345 Glycine transporter 2 88.84% 99.17%
CHEMBL5608 Q16288 NT-3 growth factor receptor 87.51% 95.89%
CHEMBL2111367 P27986 PI3-kinase p110-alpha/p85-alpha 87.35% 94.33%
CHEMBL5028 O14672 ADAM10 85.90% 97.50%
CHEMBL5255 O00206 Toll-like receptor 4 85.18% 92.50%
CHEMBL3091268 Q92753 Nuclear receptor ROR-beta 83.27% 95.50%
CHEMBL1293249 Q13887 Kruppel-like factor 5 82.79% 86.33%
CHEMBL4227 P25090 Lipoxin A4 receptor 82.52% 100.00%
CHEMBL1293316 Q9HBX9 Relaxin receptor 1 82.46% 82.50%
CHEMBL4187 Q99250 Sodium channel protein type II alpha subunit 82.28% 95.50%
CHEMBL2716 Q8WUI4 Histone deacetylase 7 82.09% 89.44%
CHEMBL4051 P13569 Cystic fibrosis transmembrane conductance regulator 80.71% 95.71%

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.
Foetidia africana

Cross-Links

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PubChem 73156513
LOTUS LTS0002194
wikiData Q105214462