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6-[[10-Acetyloxy-7,8-dihydroxy-8a-(hydroxymethyl)-4,4,6a,6b,11,11,14b-heptamethyl-9-(3-methylbut-2-enoyloxy)-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-methyloxan-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 0c4eaee6-a30a-487b-99e1-4db02f56c6a2
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Terpene glycosides > Triterpene glycosides > Triterpene saponins
IUPAC Name 6-[[10-acetyloxy-7,8-dihydroxy-8a-(hydroxymethyl)-4,4,6a,6b,11,11,14b-heptamethyl-9-(3-methylbut-2-enoyloxy)-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-methyloxan-2-yl)oxyoxane-2-carboxylic acid
SMILES (Canonical) CC1C(C(C(C(O1)OC2C(C(C(OC2OC3CCC4(C(C3(C)C)CCC5(C4CC=C6C5(C(C(C7(C6CC(C(C7OC(=O)C=C(C)C)OC(=O)C)(C)C)CO)O)O)C)C)C)C(=O)O)O)O)O)O)O
SMILES (Isomeric) CC1C(C(C(C(O1)OC2C(C(C(OC2OC3CCC4(C(C3(C)C)CCC5(C4CC=C6C5(C(C(C7(C6CC(C(C7OC(=O)C=C(C)C)OC(=O)C)(C)C)CO)O)O)C)C)C)C(=O)O)O)O)O)O)O
InChI InChI=1S/C49H76O18/c1-21(2)18-29(52)65-40-39(63-23(4)51)44(5,6)19-25-24-12-13-27-46(9)16-15-28(45(7,8)26(46)14-17-47(27,10)48(24,11)37(58)38(59)49(25,40)20-50)64-43-36(33(56)32(55)35(66-43)41(60)61)67-42-34(57)31(54)30(53)22(3)62-42/h12,18,22,25-28,30-40,42-43,50,53-59H,13-17,19-20H2,1-11H3,(H,60,61)
InChI Key NPOLGGWOGACJQL-UHFFFAOYSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C49H76O18
Molecular Weight 953.10 g/mol
Exact Mass 952.50316557 g/mol
Topological Polar Surface Area (TPSA) 289.00 Ų
XlogP 3.80
Atomic LogP (AlogP) 1.88
H-Bond Acceptor 17
H-Bond Donor 9
Rotatable Bonds 9

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of 6-[[10-Acetyloxy-7,8-dihydroxy-8a-(hydroxymethyl)-4,4,6a,6b,11,11,14b-heptamethyl-9-(3-methylbut-2-enoyloxy)-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-methyloxan-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 + 0.7941 79.41%
Caco-2 - 0.8742 87.42%
Blood Brain Barrier - 0.6000 60.00%
Human oral bioavailability - 0.8000 80.00%
Subcellular localzation Mitochondria 0.8948 89.48%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.7866 78.66%
OATP1B3 inhibitior - 0.5056 50.56%
MATE1 inhibitior - 0.9800 98.00%
OCT2 inhibitior + 0.6474 64.74%
BSEP inhibitior + 0.8622 86.22%
P-glycoprotein inhibitior + 0.7552 75.52%
P-glycoprotein substrate + 0.5630 56.30%
CYP3A4 substrate + 0.7381 73.81%
CYP2C9 substrate - 0.7978 79.78%
CYP2D6 substrate - 0.8976 89.76%
CYP3A4 inhibition - 0.8459 84.59%
CYP2C9 inhibition - 0.8380 83.80%
CYP2C19 inhibition - 0.9220 92.20%
CYP2D6 inhibition - 0.9493 94.93%
CYP1A2 inhibition - 0.8499 84.99%
CYP2C8 inhibition + 0.7885 78.85%
CYP inhibitory promiscuity - 0.9381 93.81%
UGT catelyzed - 0.6000 60.00%
Carcinogenicity (binary) - 0.9700 97.00%
Carcinogenicity (trinary) Non-required 0.6298 62.98%
Eye corrosion - 0.9898 98.98%
Eye irritation - 0.9025 90.25%
Skin irritation - 0.5723 57.23%
Skin corrosion - 0.9450 94.50%
Ames mutagenesis - 0.8000 80.00%
Human Ether-a-go-go-Related Gene inhibition + 0.6657 66.57%
Micronuclear - 0.7700 77.00%
Hepatotoxicity - 0.8433 84.33%
skin sensitisation - 0.9064 90.64%
Respiratory toxicity - 0.6000 60.00%
Reproductive toxicity + 0.8889 88.89%
Mitochondrial toxicity - 0.6125 61.25%
Nephrotoxicity - 0.8249 82.49%
Acute Oral Toxicity (c) III 0.7628 76.28%
Estrogen receptor binding + 0.7690 76.90%
Androgen receptor binding + 0.7509 75.09%
Thyroid receptor binding + 0.5209 52.09%
Glucocorticoid receptor binding + 0.7887 78.87%
Aromatase binding + 0.6455 64.55%
PPAR gamma + 0.8135 81.35%
Honey bee toxicity - 0.6626 66.26%
Biodegradation - 0.7750 77.50%
Crustacea aquatic toxicity + 0.5700 57.00%
Fish aquatic toxicity + 0.9778 97.78%

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 98.77% 91.11%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 95.02% 96.09%
CHEMBL2581 P07339 Cathepsin D 92.40% 98.95%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 92.09% 94.45%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 92.05% 95.56%
CHEMBL1293249 Q13887 Kruppel-like factor 5 91.33% 86.33%
CHEMBL221 P23219 Cyclooxygenase-1 88.86% 90.17%
CHEMBL5608 Q16288 NT-3 growth factor receptor 87.44% 95.89%
CHEMBL3060 Q9Y345 Glycine transporter 2 86.58% 99.17%
CHEMBL1806 P11388 DNA topoisomerase II alpha 85.54% 89.00%
CHEMBL3714130 P46095 G-protein coupled receptor 6 85.35% 97.36%
CHEMBL2007 P16234 Platelet-derived growth factor receptor alpha 84.85% 91.07%
CHEMBL5028 O14672 ADAM10 84.62% 97.50%
CHEMBL2111367 P27986 PI3-kinase p110-alpha/p85-alpha 84.22% 94.33%
CHEMBL1994 P08235 Mineralocorticoid receptor 82.85% 100.00%
CHEMBL2782 P35610 Acyl coenzyme A:cholesterol acyltransferase 1 82.81% 91.65%
CHEMBL1293277 O15118 Niemann-Pick C1 protein 82.80% 81.11%
CHEMBL4208 P20618 Proteasome component C5 82.54% 90.00%
CHEMBL5957 P21589 5'-nucleotidase 80.16% 97.78%

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.
Eryngium campestre

Cross-Links

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PubChem 73123206
LOTUS LTS0013711
wikiData Q105183246