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6-[[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]-4-hydroxy-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 904c3993-1363-4b04-a8a2-dd984cd8fff5
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Terpene glycosides > Triterpene glycosides > Triterpene saponins
IUPAC Name 6-[[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]-4-hydroxy-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) CC1C(C(C(C(O1)OC2C(C(C(OC2C(=O)O)OC3CCC4(C(C3(C)C)CCC5(C4CC=C6C5(C(C(C7(C6CC(CC7OC(=O)C=C(C)C)(C)C)CO)O)O)C)C)C)OC8C(C(C(C(O8)CO)O)O)O)O)O)O)O
SMILES (Isomeric) CC1C(C(C(C(O1)OC2C(C(C(OC2C(=O)O)OC3CCC4(C(C3(C)C)CCC5(C4CC=C6C5(C(C(C7(C6CC(CC7OC(=O)C=C(C)C)(C)C)CO)O)O)C)C)C)OC8C(C(C(C(O8)CO)O)O)O)O)O)O)O
InChI InChI=1S/C53H84O21/c1-22(2)17-31(56)70-30-19-48(4,5)18-25-24-11-12-28-50(8)15-14-29(49(6,7)27(50)13-16-51(28,9)52(24,10)42(64)43(65)53(25,30)21-55)71-47-40(73-46-37(62)35(60)33(58)26(20-54)69-46)38(63)39(41(74-47)44(66)67)72-45-36(61)34(59)32(57)23(3)68-45/h11,17,23,25-30,32-43,45-47,54-55,57-65H,12-16,18-21H2,1-10H3,(H,66,67)
InChI Key ITGOZFMAZGVHMT-UHFFFAOYSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C53H84O21
Molecular Weight 1057.20 g/mol
Exact Mass 1056.55050968 g/mol
Topological Polar Surface Area (TPSA) 342.00 Ų
XlogP 2.30
Atomic LogP (AlogP) 0.16
H-Bond Acceptor 20
H-Bond Donor 12
Rotatable Bonds 11

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of 6-[[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]-4-hydroxy-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 - 0.8782 87.82%
Blood Brain Barrier - 0.6000 60.00%
Human oral bioavailability - 0.8429 84.29%
Subcellular localzation Mitochondria 0.8914 89.14%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.7684 76.84%
OATP1B3 inhibitior - 0.5187 51.87%
MATE1 inhibitior - 0.9800 98.00%
OCT2 inhibitior + 0.5974 59.74%
BSEP inhibitior + 0.8667 86.67%
P-glycoprotein inhibitior + 0.7483 74.83%
P-glycoprotein substrate - 0.5077 50.77%
CYP3A4 substrate + 0.7307 73.07%
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 + 0.7568 75.68%
CYP inhibitory promiscuity - 0.9549 95.49%
UGT catelyzed - 0.7000 70.00%
Carcinogenicity (binary) - 0.9700 97.00%
Carcinogenicity (trinary) Non-required 0.6115 61.15%
Eye corrosion - 0.9892 98.92%
Eye irritation - 0.9005 90.05%
Skin irritation - 0.6295 62.95%
Skin corrosion - 0.9453 94.53%
Ames mutagenesis - 0.8800 88.00%
Human Ether-a-go-go-Related Gene inhibition + 0.7302 73.02%
Micronuclear - 0.7900 79.00%
Hepatotoxicity - 0.9023 90.23%
skin sensitisation - 0.9028 90.28%
Respiratory toxicity - 0.6222 62.22%
Reproductive toxicity + 0.8778 87.78%
Mitochondrial toxicity - 0.6250 62.50%
Nephrotoxicity - 0.8878 88.78%
Acute Oral Toxicity (c) III 0.7689 76.89%
Estrogen receptor binding + 0.7913 79.13%
Androgen receptor binding + 0.7608 76.08%
Thyroid receptor binding + 0.5506 55.06%
Glucocorticoid receptor binding + 0.7942 79.42%
Aromatase binding + 0.6201 62.01%
PPAR gamma + 0.8217 82.17%
Honey bee toxicity - 0.6349 63.49%
Biodegradation - 0.8250 82.50%
Crustacea aquatic toxicity + 0.5300 53.00%
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 98.65% 91.11%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 96.56% 96.09%
CHEMBL1293249 Q13887 Kruppel-like factor 5 93.86% 86.33%
CHEMBL253 P34972 Cannabinoid CB2 receptor 92.80% 97.25%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 92.36% 95.56%
CHEMBL3714130 P46095 G-protein coupled receptor 6 92.14% 97.36%
CHEMBL2581 P07339 Cathepsin D 91.24% 98.95%
CHEMBL1806 P11388 DNA topoisomerase II alpha 87.91% 89.00%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 86.41% 94.45%
CHEMBL221 P23219 Cyclooxygenase-1 86.15% 90.17%
CHEMBL1994 P08235 Mineralocorticoid receptor 84.82% 100.00%
CHEMBL5028 O14672 ADAM10 83.76% 97.50%
CHEMBL218 P21554 Cannabinoid CB1 receptor 83.60% 96.61%
CHEMBL3880 P07900 Heat shock protein HSP 90-alpha 83.59% 96.21%
CHEMBL3060 Q9Y345 Glycine transporter 2 83.08% 99.17%
CHEMBL5608 Q16288 NT-3 growth factor receptor 82.70% 95.89%
CHEMBL2007 P16234 Platelet-derived growth factor receptor alpha 82.58% 91.07%
CHEMBL3137262 O60341 LSD1/CoREST complex 82.21% 97.09%
CHEMBL2274 Q9H228 Sphingosine 1-phosphate receptor Edg-8 82.11% 100.00%
CHEMBL5255 O00206 Toll-like receptor 4 80.18% 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.
Eryngium campestre

Cross-Links

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PubChem 73047283
LOTUS LTS0209442
wikiData Q105120025