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(2S,3S,4S,5R,6R)-6-[[(3S,4S,4aR,6aR,6bS,8R,8aR,12aS,14aR,14bR)-8a-carboxy-4-formyl-8-hydroxy-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-4,5-bis[[(2S,3R,4S,5R,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy]oxane-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 7e3666b6-8ab0-490c-9936-1ec02253b854
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Terpene glycosides > Triterpene glycosides > Triterpene saponins
IUPAC Name (2S,3S,4S,5R,6R)-6-[[(3S,4S,4aR,6aR,6bS,8R,8aR,12aS,14aR,14bR)-8a-carboxy-4-formyl-8-hydroxy-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-4,5-bis[[(2S,3R,4S,5R,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy]oxane-2-carboxylic acid
SMILES (Canonical)
SMILES (Isomeric)
InChI InChI=1S/C48H74O21/c1-43(2)13-14-48(42(62)63)21(15-43)20-7-8-25-44(3)11-10-27(45(4,19-51)24(44)9-12-46(25,5)47(20,6)16-26(48)52)66-41-37(69-40-33(58)31(56)29(54)23(18-50)65-40)35(34(59)36(68-41)38(60)61)67-39-32(57)30(55)28(53)22(17-49)64-39/h7,19,21-37,39-41,49-50,52-59H,8-18H2,1-6H3,(H,60,61)(H,62,63)/t21-,22+,23+,24+,25+,26+,27-,28-,29-,30-,31-,32+,33+,34-,35-,36-,37+,39-,40-,41+,44-,45-,46+,47+,48+/m0/s1
InChI Key YTFDABRYMDDCFK-YEGSMWMSSA-N
Popularity 2 references in papers

Physical and Chemical Properties

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Molecular Formula C48H74O21
Molecular Weight 987.10 g/mol
Exact Mass 986.47225936 g/mol
Topological Polar Surface Area (TPSA) 349.00 Ų
XlogP 1.00
Atomic LogP (AlogP) -1.05
H-Bond Acceptor 19
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 (2S,3S,4S,5R,6R)-6-[[(3S,4S,4aR,6aR,6bS,8R,8aR,12aS,14aR,14bR)-8a-carboxy-4-formyl-8-hydroxy-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-4,5-bis[[(2S,3R,4S,5R,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy]oxane-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 - 0.8862 88.62%
Blood Brain Barrier - 0.5250 52.50%
Human oral bioavailability - 0.8000 80.00%
Subcellular localzation Mitochondria 0.8703 87.03%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.8030 80.30%
OATP1B3 inhibitior - 0.4610 46.10%
MATE1 inhibitior - 1.0000 100.00%
OCT2 inhibitior - 0.5026 50.26%
BSEP inhibitior + 0.7856 78.56%
P-glycoprotein inhibitior + 0.7521 75.21%
P-glycoprotein substrate - 0.6798 67.98%
CYP3A4 substrate + 0.7152 71.52%
CYP2C9 substrate - 0.8127 81.27%
CYP2D6 substrate - 0.8768 87.68%
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 + 0.6948 69.48%
CYP inhibitory promiscuity - 0.9733 97.33%
UGT catelyzed + 0.8000 80.00%
Carcinogenicity (binary) - 0.9700 97.00%
Carcinogenicity (trinary) Non-required 0.6024 60.24%
Eye corrosion - 0.9896 98.96%
Eye irritation - 0.9037 90.37%
Skin irritation - 0.5876 58.76%
Skin corrosion - 0.9441 94.41%
Ames mutagenesis - 0.7224 72.24%
Human Ether-a-go-go-Related Gene inhibition + 0.6914 69.14%
Micronuclear - 0.7800 78.00%
Hepatotoxicity - 0.8848 88.48%
skin sensitisation - 0.9013 90.13%
Respiratory toxicity - 0.5778 57.78%
Reproductive toxicity + 0.9111 91.11%
Mitochondrial toxicity - 0.6250 62.50%
Nephrotoxicity - 0.7618 76.18%
Acute Oral Toxicity (c) III 0.8023 80.23%
Estrogen receptor binding + 0.8003 80.03%
Androgen receptor binding + 0.7479 74.79%
Thyroid receptor binding - 0.5626 56.26%
Glucocorticoid receptor binding + 0.6961 69.61%
Aromatase binding + 0.5943 59.43%
PPAR gamma + 0.7935 79.35%
Honey bee toxicity - 0.7222 72.22%
Biodegradation - 0.6750 67.50%
Crustacea aquatic toxicity - 0.6055 60.55%
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
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 94.95% 94.45%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 94.21% 91.11%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 93.97% 96.09%
CHEMBL3137262 O60341 LSD1/CoREST complex 91.12% 97.09%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 91.08% 95.56%
CHEMBL1994 P08235 Mineralocorticoid receptor 85.55% 100.00%
CHEMBL1293249 Q13887 Kruppel-like factor 5 84.82% 86.33%
CHEMBL1806 P11388 DNA topoisomerase II alpha 84.56% 89.00%
CHEMBL3060 Q9Y345 Glycine transporter 2 84.38% 99.17%
CHEMBL3807 P17706 T-cell protein-tyrosine phosphatase 82.49% 93.00%
CHEMBL5255 O00206 Toll-like receptor 4 81.69% 92.50%
CHEMBL2111367 P27986 PI3-kinase p110-alpha/p85-alpha 81.55% 94.33%
CHEMBL5028 O14672 ADAM10 80.88% 97.50%
CHEMBL4187 Q99250 Sodium channel protein type II alpha subunit 80.76% 95.50%
CHEMBL5608 Q16288 NT-3 growth factor receptor 80.46% 95.89%
CHEMBL3880 P07900 Heat shock protein HSP 90-alpha 80.12% 96.21%

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 163020106
LOTUS LTS0246214
wikiData Q105361364