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(2S,3S,4S,5R,6R)-6-[[(3S,4S,4aR,6aR,6bS,8aS,12aS,14aR,14bR)-8a-carboxy-4-formyl-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-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-4-[(2S,3R,4R,5R,6S)-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 d0b1b6b7-11a6-471e-92a7-ea5370acd323
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,8aS,12aS,14aR,14bR)-8a-carboxy-4-formyl-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-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-4-[(2S,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxyoxane-2-carboxylic acid
SMILES (Canonical) CC1C(C(C(C(O1)OC2C(C(OC(C2OC3C(C(C(C(O3)CO)O)O)O)OC4CCC5(C(C4(C)C=O)CCC6(C5CC=C7C6(CCC8(C7CC(CC8)(C)C)C(=O)O)C)C)C)C(=O)O)O)O)O)O
SMILES (Isomeric) C[C@H]1[C@@H]([C@H]([C@H]([C@@H](O1)O[C@H]2[C@@H]([C@H](O[C@H]([C@@H]2O[C@H]3[C@@H]([C@H]([C@@H]([C@H](O3)CO)O)O)O)O[C@H]4CC[C@]5([C@H]([C@]4(C)C=O)CC[C@@]6([C@@H]5CC=C7[C@]6(CC[C@@]8([C@H]7CC(CC8)(C)C)C(=O)O)C)C)C)C(=O)O)O)O)O)O
InChI InChI=1S/C48H74O19/c1-21-28(51)30(53)32(55)39(62-21)65-35-34(57)36(38(58)59)66-41(37(35)67-40-33(56)31(54)29(52)24(19-49)63-40)64-27-11-12-44(4)25(45(27,5)20-50)10-13-47(7)26(44)9-8-22-23-18-43(2,3)14-16-48(23,42(60)61)17-15-46(22,47)6/h8,20-21,23-37,39-41,49,51-57H,9-19H2,1-7H3,(H,58,59)(H,60,61)/t21-,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 VEQRPYANRSLQET-JKLWPKOFSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C48H74O19
Molecular Weight 955.10 g/mol
Exact Mass 954.48243013 g/mol
Topological Polar Surface Area (TPSA) 309.00 Ų
XlogP 2.10
Atomic LogP (AlogP) 1.01
H-Bond Acceptor 17
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 (2S,3S,4S,5R,6R)-6-[[(3S,4S,4aR,6aR,6bS,8aS,12aS,14aR,14bR)-8a-carboxy-4-formyl-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-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-4-[(2S,3R,4R,5R,6S)-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 - 0.8850 88.50%
Blood Brain Barrier - 0.6000 60.00%
Human oral bioavailability - 0.8286 82.86%
Subcellular localzation Mitochondria 0.8948 89.48%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.7637 76.37%
OATP1B3 inhibitior - 0.5056 50.56%
MATE1 inhibitior - 1.0000 100.00%
OCT2 inhibitior + 0.6474 64.74%
BSEP inhibitior + 0.7739 77.39%
P-glycoprotein inhibitior + 0.7554 75.54%
P-glycoprotein substrate - 0.6685 66.85%
CYP3A4 substrate + 0.7151 71.51%
CYP2C9 substrate - 0.8127 81.27%
CYP2D6 substrate - 0.8768 87.68%
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 + 0.7236 72.36%
CYP inhibitory promiscuity - 0.9381 93.81%
UGT catelyzed + 0.8000 80.00%
Carcinogenicity (binary) - 0.9700 97.00%
Carcinogenicity (trinary) Non-required 0.6298 62.98%
Eye corrosion - 0.9898 98.98%
Eye irritation - 0.9046 90.46%
Skin irritation - 0.5723 57.23%
Skin corrosion - 0.9450 94.50%
Ames mutagenesis - 0.8100 81.00%
Human Ether-a-go-go-Related Gene inhibition + 0.7042 70.42%
Micronuclear - 0.7700 77.00%
Hepatotoxicity - 0.9250 92.50%
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 - 0.8539 85.39%
Acute Oral Toxicity (c) III 0.7628 76.28%
Estrogen receptor binding + 0.7903 79.03%
Androgen receptor binding + 0.7414 74.14%
Thyroid receptor binding - 0.5784 57.84%
Glucocorticoid receptor binding + 0.7149 71.49%
Aromatase binding + 0.6102 61.02%
PPAR gamma + 0.7858 78.58%
Honey bee toxicity - 0.7072 70.72%
Biodegradation - 0.6750 67.50%
Crustacea aquatic toxicity - 0.5755 57.55%
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 96.55% 91.11%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 92.09% 96.09%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 91.16% 95.56%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 90.80% 94.45%
CHEMBL3714130 P46095 G-protein coupled receptor 6 90.49% 97.36%
CHEMBL1293249 Q13887 Kruppel-like factor 5 90.14% 86.33%
CHEMBL3137262 O60341 LSD1/CoREST complex 89.88% 97.09%
CHEMBL1806 P11388 DNA topoisomerase II alpha 87.46% 89.00%
CHEMBL3060 Q9Y345 Glycine transporter 2 86.03% 99.17%
CHEMBL2581 P07339 Cathepsin D 84.92% 98.95%
CHEMBL3807 P17706 T-cell protein-tyrosine phosphatase 84.02% 93.00%
CHEMBL1994 P08235 Mineralocorticoid receptor 82.63% 100.00%
CHEMBL4187 Q99250 Sodium channel protein type II alpha subunit 81.30% 95.50%

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.
Bobgunnia madagascariensis

Cross-Links

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PubChem 162901217
LOTUS LTS0222470
wikiData Q104246489