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4-Hydroxy-6-[[7,8,10-trihydroxy-8a-(hydroxymethyl)-4,4,6a,6b,11,11,14b-heptamethyl-9-(2-methylbut-2-enoyloxy)-1,2,3,4a,5,6,7,8,9,10,12,12a,14,14a-tetradecahydropicen-3-yl]oxy]-5-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-3-(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 f7ee7df5-fa49-468e-82be-ae174ae3bcc3
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Terpene glycosides > Triterpene glycosides > Triterpene saponins
IUPAC Name 4-hydroxy-6-[[7,8,10-trihydroxy-8a-(hydroxymethyl)-4,4,6a,6b,11,11,14b-heptamethyl-9-(2-methylbut-2-enoyloxy)-1,2,3,4a,5,6,7,8,9,10,12,12a,14,14a-tetradecahydropicen-3-yl]oxy]-5-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-3-(3,4,5-trihydroxy-6-methyloxan-2-yl)oxyoxane-2-carboxylic acid
SMILES (Canonical) CC=C(C)C(=O)OC1C(C(CC2C1(C(C(C3(C2=CCC4C3(CCC5C4(CCC(C5(C)C)OC6C(C(C(C(O6)C(=O)O)OC7C(C(C(C(O7)C)O)O)O)O)OC8C(C(C(C(O8)CO)O)O)O)C)C)C)O)O)CO)(C)C)O
SMILES (Isomeric) CC=C(C)C(=O)OC1C(C(CC2C1(C(C(C3(C2=CCC4C3(CCC5C4(CCC(C5(C)C)OC6C(C(C(C(O6)C(=O)O)OC7C(C(C(C(O7)C)O)O)O)O)OC8C(C(C(C(O8)CO)O)O)O)C)C)C)O)O)CO)(C)C)O
InChI InChI=1S/C53H84O22/c1-11-21(2)44(68)75-42-41(65)48(4,5)18-24-23-12-13-27-50(8)16-15-28(49(6,7)26(50)14-17-51(27,9)52(23,10)39(63)40(64)53(24,42)20-55)71-47-37(73-46-34(61)32(59)30(57)25(19-54)70-46)35(62)36(38(74-47)43(66)67)72-45-33(60)31(58)29(56)22(3)69-45/h11-12,22,24-42,45-47,54-65H,13-20H2,1-10H3,(H,66,67)
InChI Key QLBWJUVLPJWJIA-UHFFFAOYSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C53H84O22
Molecular Weight 1073.20 g/mol
Exact Mass 1072.54542430 g/mol
Topological Polar Surface Area (TPSA) 362.00 Ų
XlogP 0.80
Atomic LogP (AlogP) -0.87
H-Bond Acceptor 21
H-Bond Donor 13
Rotatable Bonds 11

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of 4-Hydroxy-6-[[7,8,10-trihydroxy-8a-(hydroxymethyl)-4,4,6a,6b,11,11,14b-heptamethyl-9-(2-methylbut-2-enoyloxy)-1,2,3,4a,5,6,7,8,9,10,12,12a,14,14a-tetradecahydropicen-3-yl]oxy]-5-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-3-(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 + 0.7181 71.81%
Caco-2 - 0.8770 87.70%
Blood Brain Barrier - 0.6000 60.00%
Human oral bioavailability - 0.8286 82.86%
Subcellular localzation Mitochondria 0.8914 89.14%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.7616 76.16%
OATP1B3 inhibitior - 0.5187 51.87%
MATE1 inhibitior - 0.9800 98.00%
OCT2 inhibitior + 0.5974 59.74%
BSEP inhibitior + 0.8706 87.06%
P-glycoprotein inhibitior + 0.7477 74.77%
P-glycoprotein substrate + 0.5152 51.52%
CYP3A4 substrate + 0.7367 73.67%
CYP2C9 substrate - 0.8018 80.18%
CYP2D6 substrate - 0.8966 89.66%
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 + 0.7551 75.51%
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 - 0.9000 90.00%
Skin irritation - 0.6295 62.95%
Skin corrosion - 0.9453 94.53%
Ames mutagenesis - 0.7978 79.78%
Human Ether-a-go-go-Related Gene inhibition + 0.7585 75.85%
Micronuclear - 0.7900 79.00%
Hepatotoxicity - 0.8314 83.14%
skin sensitisation - 0.9028 90.28%
Respiratory toxicity - 0.6000 60.00%
Reproductive toxicity + 0.8778 87.78%
Mitochondrial toxicity - 0.6250 62.50%
Nephrotoxicity - 0.7636 76.36%
Acute Oral Toxicity (c) III 0.7689 76.89%
Estrogen receptor binding + 0.7814 78.14%
Androgen receptor binding + 0.7547 75.47%
Thyroid receptor binding + 0.5531 55.31%
Glucocorticoid receptor binding + 0.7864 78.64%
Aromatase binding + 0.6167 61.67%
PPAR gamma + 0.8194 81.94%
Honey bee toxicity - 0.6560 65.60%
Biodegradation - 0.8500 85.00%
Crustacea aquatic toxicity - 0.5400 54.00%
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 98.86% 91.11%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 96.30% 96.09%
CHEMBL221 P23219 Cyclooxygenase-1 93.93% 90.17%
CHEMBL3714130 P46095 G-protein coupled receptor 6 93.41% 97.36%
CHEMBL1293249 Q13887 Kruppel-like factor 5 92.36% 86.33%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 91.34% 95.56%
CHEMBL2581 P07339 Cathepsin D 89.93% 98.95%
CHEMBL253 P34972 Cannabinoid CB2 receptor 89.10% 97.25%
CHEMBL5608 Q16288 NT-3 growth factor receptor 88.37% 95.89%
CHEMBL1806 P11388 DNA topoisomerase II alpha 87.64% 89.00%
CHEMBL3060 Q9Y345 Glycine transporter 2 85.14% 99.17%
CHEMBL2007 P16234 Platelet-derived growth factor receptor alpha 84.99% 91.07%
CHEMBL1994 P08235 Mineralocorticoid receptor 83.84% 100.00%
CHEMBL3137262 O60341 LSD1/CoREST complex 83.34% 97.09%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 83.06% 94.45%
CHEMBL2274 Q9H228 Sphingosine 1-phosphate receptor Edg-8 80.91% 100.00%

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 73073533
LOTUS LTS0046791
wikiData Q105223480