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6-[(4-Formyl-8-hydroxy-8a-methoxycarbonyl-4,6a,6b,11,11,14b-hexamethyl-1,2,3,4a,5,6,7,8,9,10,12,12a,14,14a-tetradecahydropicen-3-yl)oxy]-3-hydroxy-5-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-4-(3,4,5-trihydroxyoxan-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 008db1e0-b20d-4de4-a235-e066f78356d5
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Terpene glycosides > Triterpene glycosides > Triterpene saponins
IUPAC Name 6-[(4-formyl-8-hydroxy-8a-methoxycarbonyl-4,6a,6b,11,11,14b-hexamethyl-1,2,3,4a,5,6,7,8,9,10,12,12a,14,14a-tetradecahydropicen-3-yl)oxy]-3-hydroxy-5-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-4-(3,4,5-trihydroxyoxan-2-yl)oxyoxane-2-carboxylic acid
SMILES (Canonical) CC1(CCC2(C(C1)C3=CCC4C5(CCC(C(C5CCC4(C3(CC2O)C)C)(C)C=O)OC6C(C(C(C(O6)C(=O)O)O)OC7C(C(C(CO7)O)O)O)OC8C(C(C(C(O8)CO)O)O)O)C)C(=O)OC)C
SMILES (Isomeric) CC1(CCC2(C(C1)C3=CCC4C5(CCC(C(C5CCC4(C3(CC2O)C)C)(C)C=O)OC6C(C(C(C(O6)C(=O)O)O)OC7C(C(C(CO7)O)O)O)OC8C(C(C(C(O8)CO)O)O)O)C)C(=O)OC)C
InChI InChI=1S/C48H74O20/c1-43(2)14-15-48(42(61)62-7)22(16-43)21-8-9-26-44(3)12-11-28(45(4,20-50)25(44)10-13-46(26,5)47(21,6)17-27(48)52)65-41-37(68-40-33(57)31(55)30(54)24(18-49)64-40)35(34(58)36(67-41)38(59)60)66-39-32(56)29(53)23(51)19-63-39/h8,20,22-37,39-41,49,51-58H,9-19H2,1-7H3,(H,59,60)
InChI Key CVNDHHOCYQRFHA-UHFFFAOYSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C48H74O20
Molecular Weight 971.10 g/mol
Exact Mass 970.47734475 g/mol
Topological Polar Surface Area (TPSA) 318.00 Ų
XlogP 1.40
Atomic LogP (AlogP) -0.32
H-Bond Acceptor 19
H-Bond Donor 10
Rotatable Bonds 10

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of 6-[(4-Formyl-8-hydroxy-8a-methoxycarbonyl-4,6a,6b,11,11,14b-hexamethyl-1,2,3,4a,5,6,7,8,9,10,12,12a,14,14a-tetradecahydropicen-3-yl)oxy]-3-hydroxy-5-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-4-(3,4,5-trihydroxyoxan-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 + 0.7524 75.24%
Caco-2 - 0.8826 88.26%
Blood Brain Barrier - 0.5500 55.00%
Human oral bioavailability - 0.7857 78.57%
Subcellular localzation Mitochondria 0.8446 84.46%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.7246 72.46%
OATP1B3 inhibitior - 0.3173 31.73%
MATE1 inhibitior - 1.0000 100.00%
OCT2 inhibitior - 0.5500 55.00%
BSEP inhibitior + 0.8266 82.66%
P-glycoprotein inhibitior + 0.7557 75.57%
P-glycoprotein substrate - 0.5326 53.26%
CYP3A4 substrate + 0.7362 73.62%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8793 87.93%
CYP3A4 inhibition - 0.8504 85.04%
CYP2C9 inhibition - 0.8702 87.02%
CYP2C19 inhibition - 0.9017 90.17%
CYP2D6 inhibition - 0.9473 94.73%
CYP1A2 inhibition - 0.9011 90.11%
CYP2C8 inhibition + 0.7405 74.05%
CYP inhibitory promiscuity - 0.9771 97.71%
UGT catelyzed + 0.7000 70.00%
Carcinogenicity (binary) - 0.9700 97.00%
Carcinogenicity (trinary) Non-required 0.5934 59.34%
Eye corrosion - 0.9888 98.88%
Eye irritation - 0.9032 90.32%
Skin irritation - 0.6306 63.06%
Skin corrosion - 0.9434 94.34%
Ames mutagenesis - 0.6000 60.00%
Human Ether-a-go-go-Related Gene inhibition + 0.6558 65.58%
Micronuclear - 0.7700 77.00%
Hepatotoxicity - 0.8500 85.00%
skin sensitisation - 0.8954 89.54%
Respiratory toxicity - 0.5111 51.11%
Reproductive toxicity + 0.9222 92.22%
Mitochondrial toxicity - 0.6125 61.25%
Nephrotoxicity - 0.8821 88.21%
Acute Oral Toxicity (c) III 0.7499 74.99%
Estrogen receptor binding + 0.7996 79.96%
Androgen receptor binding + 0.7489 74.89%
Thyroid receptor binding - 0.5497 54.97%
Glucocorticoid receptor binding + 0.7207 72.07%
Aromatase binding + 0.5957 59.57%
PPAR gamma + 0.7947 79.47%
Honey bee toxicity - 0.6803 68.03%
Biodegradation - 0.7250 72.50%
Crustacea aquatic toxicity - 0.6000 60.00%
Fish aquatic toxicity + 0.9235 92.35%

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 97.76% 91.11%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 96.62% 94.45%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 96.04% 96.09%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 90.06% 95.56%
CHEMBL3137262 O60341 LSD1/CoREST complex 88.24% 97.09%
CHEMBL2111367 P27986 PI3-kinase p110-alpha/p85-alpha 86.80% 94.33%
CHEMBL1293249 Q13887 Kruppel-like factor 5 86.10% 86.33%
CHEMBL5028 O14672 ADAM10 85.60% 97.50%
CHEMBL2716 Q8WUI4 Histone deacetylase 7 84.93% 89.44%
CHEMBL4187 Q99250 Sodium channel protein type II alpha subunit 83.77% 95.50%
CHEMBL1994 P08235 Mineralocorticoid receptor 83.25% 100.00%
CHEMBL3060 Q9Y345 Glycine transporter 2 83.24% 99.17%
CHEMBL5255 O00206 Toll-like receptor 4 83.22% 92.50%
CHEMBL2581 P07339 Cathepsin D 81.67% 98.95%
CHEMBL1821 P08173 Muscarinic acetylcholine receptor M4 81.29% 94.08%
CHEMBL226 P30542 Adenosine A1 receptor 80.81% 95.93%
CHEMBL2563 Q9UQL6 Histone deacetylase 5 80.56% 89.67%
CHEMBL3091268 Q92753 Nuclear receptor ROR-beta 80.48% 95.50%
CHEMBL3807 P17706 T-cell protein-tyrosine phosphatase 80.48% 93.00%
CHEMBL1806 P11388 DNA topoisomerase II alpha 80.07% 89.00%

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.
Gypsophila oldhamiana

Cross-Links

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PubChem 163039153
LOTUS LTS0256320
wikiData Q104970894