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[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-[[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxymethyl]oxan-2-yl] (4aS,6aR,6aS,6bR,8aR,10S,12aR,14bS)-2,2,6a,6b,9,9,12a-heptamethyl-10-sulfooxy-1,3,4,5,6,6a,7,8,8a,10,11,12,13,14b-tetradecahydropicene-4a-carboxylate

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 78137117-64f3-4647-95ff-9aa814e11ee5
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Terpene glycosides > Triterpene glycosides > Triterpene saponins
IUPAC Name [(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-[[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxymethyl]oxan-2-yl] (4aS,6aR,6aS,6bR,8aR,10S,12aR,14bS)-2,2,6a,6b,9,9,12a-heptamethyl-10-sulfooxy-1,3,4,5,6,6a,7,8,8a,10,11,12,13,14b-tetradecahydropicene-4a-carboxylate
SMILES (Canonical) CC1(CCC2(CCC3(C(=CCC4C3(CCC5C4(CCC(C5(C)C)OS(=O)(=O)O)C)C)C2C1)C)C(=O)OC6C(C(C(C(O6)COC7C(C(C(C(O7)CO)O)O)O)O)O)O)C
SMILES (Isomeric) C[C@]12CC[C@@H](C([C@@H]1CC[C@@]3([C@@H]2CC=C4[C@]3(CC[C@@]5([C@H]4CC(CC5)(C)C)C(=O)O[C@H]6[C@@H]([C@H]([C@@H]([C@H](O6)CO[C@H]7[C@@H]([C@H]([C@@H]([C@H](O7)CO)O)O)O)O)O)O)C)C)(C)C)OS(=O)(=O)O
InChI InChI=1S/C42H68O16S/c1-37(2)14-16-42(36(50)57-35-33(49)31(47)29(45)24(56-35)20-54-34-32(48)30(46)28(44)23(19-43)55-34)17-15-40(6)21(22(42)18-37)8-9-26-39(5)12-11-27(58-59(51,52)53)38(3,4)25(39)10-13-41(26,40)7/h8,22-35,43-49H,9-20H2,1-7H3,(H,51,52,53)/t22-,23+,24+,25-,26+,27-,28+,29+,30-,31-,32+,33+,34+,35-,39-,40+,41+,42-/m0/s1
InChI Key FYBHGBVHRPQYQC-GWIVOYSISA-N
Popularity 2 references in papers

Physical and Chemical Properties

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Molecular Formula C42H68O16S
Molecular Weight 861.00 g/mol
Exact Mass 860.42280725 g/mol
Topological Polar Surface Area (TPSA) 268.00 Ų
XlogP 3.20
Atomic LogP (AlogP) 2.14
H-Bond Acceptor 15
H-Bond Donor 8
Rotatable Bonds 8

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of [(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-[[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxymethyl]oxan-2-yl] (4aS,6aR,6aS,6bR,8aR,10S,12aR,14bS)-2,2,6a,6b,9,9,12a-heptamethyl-10-sulfooxy-1,3,4,5,6,6a,7,8,8a,10,11,12,13,14b-tetradecahydropicene-4a-carboxylate

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.7983 79.83%
Caco-2 - 0.8774 87.74%
Blood Brain Barrier + 0.5750 57.50%
Human oral bioavailability - 0.7000 70.00%
Subcellular localzation Mitochondria 0.5949 59.49%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.7960 79.60%
OATP1B3 inhibitior + 0.9045 90.45%
MATE1 inhibitior - 0.9200 92.00%
OCT2 inhibitior - 0.6526 65.26%
BSEP inhibitior + 0.7551 75.51%
P-glycoprotein inhibitior + 0.7554 75.54%
P-glycoprotein substrate - 0.7314 73.14%
CYP3A4 substrate + 0.7141 71.41%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8692 86.92%
CYP3A4 inhibition - 0.8772 87.72%
CYP2C9 inhibition - 0.7536 75.36%
CYP2C19 inhibition - 0.7222 72.22%
CYP2D6 inhibition - 0.8709 87.09%
CYP1A2 inhibition - 0.7409 74.09%
CYP2C8 inhibition + 0.6483 64.83%
CYP inhibitory promiscuity - 0.9060 90.60%
UGT catelyzed + 0.8000 80.00%
Carcinogenicity (binary) - 0.6100 61.00%
Carcinogenicity (trinary) Non-required 0.5720 57.20%
Eye corrosion - 0.9794 97.94%
Eye irritation - 0.9081 90.81%
Skin irritation - 0.7578 75.78%
Skin corrosion - 0.9090 90.90%
Ames mutagenesis - 0.8964 89.64%
Human Ether-a-go-go-Related Gene inhibition + 0.6718 67.18%
Micronuclear + 0.5700 57.00%
Hepatotoxicity - 0.8572 85.72%
skin sensitisation - 0.8374 83.74%
Respiratory toxicity - 0.5444 54.44%
Reproductive toxicity + 0.8556 85.56%
Mitochondrial toxicity - 0.5875 58.75%
Nephrotoxicity - 0.8821 88.21%
Acute Oral Toxicity (c) III 0.6079 60.79%
Estrogen receptor binding + 0.7611 76.11%
Androgen receptor binding + 0.7305 73.05%
Thyroid receptor binding - 0.5935 59.35%
Glucocorticoid receptor binding + 0.7098 70.98%
Aromatase binding + 0.6071 60.71%
PPAR gamma + 0.7601 76.01%
Honey bee toxicity - 0.7147 71.47%
Biodegradation - 0.7500 75.00%
Crustacea aquatic toxicity - 0.5805 58.05%
Fish aquatic toxicity + 0.9912 99.12%

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
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 97.56% 96.09%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 96.86% 91.11%
CHEMBL3137262 O60341 LSD1/CoREST complex 95.46% 97.09%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 94.49% 94.45%
CHEMBL2581 P07339 Cathepsin D 90.67% 98.95%
CHEMBL5255 O00206 Toll-like receptor 4 90.48% 92.50%
CHEMBL1994 P08235 Mineralocorticoid receptor 90.18% 100.00%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 89.53% 95.56%
CHEMBL4187 Q99250 Sodium channel protein type II alpha subunit 89.34% 95.50%
CHEMBL4303 P08238 Heat shock protein HSP 90-beta 88.38% 96.77%
CHEMBL226 P30542 Adenosine A1 receptor 87.92% 95.93%
CHEMBL3476 O15111 Inhibitor of nuclear factor kappa B kinase alpha subunit 84.32% 95.83%
CHEMBL2111367 P27986 PI3-kinase p110-alpha/p85-alpha 83.11% 94.33%
CHEMBL5163 Q9NY46 Sodium channel protein type III alpha subunit 82.80% 96.90%
CHEMBL1806 P11388 DNA topoisomerase II alpha 82.22% 89.00%
CHEMBL340 P08684 Cytochrome P450 3A4 81.06% 91.19%
CHEMBL5608 Q16288 NT-3 growth factor receptor 80.23% 95.89%

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.
Hedera helix
Meryta denhamii

Cross-Links

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PubChem 44585667
NPASS NPC274420
LOTUS LTS0193314
wikiData Q105004394