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[(2S,3R,4S,5R,6R)-3,4,5-triacetyloxy-6-(acetyloxymethyl)oxan-2-yl] (1R,2R,4aS,6aR,6aS,6bR,8aR,10S,11R,12aR,14bS)-1,10,11-trihydroxy-1,2,6a,6b,9,9,12a-heptamethyl-2,3,4,5,6,6a,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 14184527-5532-4858-90fc-d48a2013ea6a
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Terpene glycosides > Triterpene glycosides > Triterpene saponins
IUPAC Name [(2S,3R,4S,5R,6R)-3,4,5-triacetyloxy-6-(acetyloxymethyl)oxan-2-yl] (1R,2R,4aS,6aR,6aS,6bR,8aR,10S,11R,12aR,14bS)-1,10,11-trihydroxy-1,2,6a,6b,9,9,12a-heptamethyl-2,3,4,5,6,6a,7,8,8a,10,11,12,13,14b-tetradecahydropicene-4a-carboxylate
SMILES (Canonical) CC1CCC2(CCC3(C(=CCC4C3(CCC5C4(CC(C(C5(C)C)O)O)C)C)C2C1(C)O)C)C(=O)OC6C(C(C(C(O6)COC(=O)C)OC(=O)C)OC(=O)C)OC(=O)C
SMILES (Isomeric) C[C@@H]1CC[C@@]2(CC[C@@]3(C(=CC[C@H]4[C@]3(CC[C@@H]5[C@@]4(C[C@H]([C@H](C5(C)C)O)O)C)C)[C@@H]2[C@]1(C)O)C)C(=O)O[C@H]6[C@@H]([C@H]([C@@H]([C@H](O6)COC(=O)C)OC(=O)C)OC(=O)C)OC(=O)C
InChI InChI=1S/C44H66O14/c1-22-14-17-44(38(51)58-37-34(56-26(5)48)33(55-25(4)47)32(54-24(3)46)29(57-37)21-53-23(2)45)19-18-41(9)27(35(44)43(22,11)52)12-13-31-40(8)20-28(49)36(50)39(6,7)30(40)15-16-42(31,41)10/h12,22,28-37,49-50,52H,13-21H2,1-11H3/t22-,28-,29-,30+,31-,32-,33+,34-,35-,36-,37+,40+,41-,42-,43-,44+/m1/s1
InChI Key YQNFQUKKDWYHMX-LIQZXYIUSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C44H66O14
Molecular Weight 819.00 g/mol
Exact Mass 818.44525677 g/mol
Topological Polar Surface Area (TPSA) 201.00 Ų
XlogP 4.90
Atomic LogP (AlogP) 4.72
H-Bond Acceptor 14
H-Bond Donor 3
Rotatable Bonds 7

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of [(2S,3R,4S,5R,6R)-3,4,5-triacetyloxy-6-(acetyloxymethyl)oxan-2-yl] (1R,2R,4aS,6aR,6aS,6bR,8aR,10S,11R,12aR,14bS)-1,10,11-trihydroxy-1,2,6a,6b,9,9,12a-heptamethyl-2,3,4,5,6,6a,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 + 0.9400 94.00%
Caco-2 - 0.8582 85.82%
Blood Brain Barrier - 0.5500 55.00%
Human oral bioavailability - 0.6714 67.14%
Subcellular localzation Mitochondria 0.9029 90.29%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.7943 79.43%
OATP1B3 inhibitior + 0.8015 80.15%
MATE1 inhibitior - 0.9400 94.00%
OCT2 inhibitior - 0.6068 60.68%
BSEP inhibitior + 0.8990 89.90%
P-glycoprotein inhibitior + 0.7844 78.44%
P-glycoprotein substrate - 0.6107 61.07%
CYP3A4 substrate + 0.7232 72.32%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8717 87.17%
CYP3A4 inhibition - 0.7020 70.20%
CYP2C9 inhibition - 0.8025 80.25%
CYP2C19 inhibition - 0.8736 87.36%
CYP2D6 inhibition - 0.9453 94.53%
CYP1A2 inhibition - 0.7064 70.64%
CYP2C8 inhibition + 0.6225 62.25%
CYP inhibitory promiscuity - 0.9555 95.55%
UGT catelyzed + 0.8000 80.00%
Carcinogenicity (binary) - 0.9600 96.00%
Carcinogenicity (trinary) Non-required 0.6729 67.29%
Eye corrosion - 0.9912 99.12%
Eye irritation - 0.9067 90.67%
Skin irritation + 0.5000 50.00%
Skin corrosion - 0.9474 94.74%
Ames mutagenesis - 0.7170 71.70%
Human Ether-a-go-go-Related Gene inhibition - 0.5305 53.05%
Micronuclear - 0.7400 74.00%
Hepatotoxicity - 0.7301 73.01%
skin sensitisation - 0.8818 88.18%
Respiratory toxicity + 0.7222 72.22%
Reproductive toxicity + 0.9444 94.44%
Mitochondrial toxicity + 0.6375 63.75%
Nephrotoxicity - 0.7469 74.69%
Acute Oral Toxicity (c) III 0.6203 62.03%
Estrogen receptor binding + 0.7337 73.37%
Androgen receptor binding + 0.7474 74.74%
Thyroid receptor binding - 0.5000 50.00%
Glucocorticoid receptor binding + 0.7770 77.70%
Aromatase binding + 0.6600 66.00%
PPAR gamma + 0.7695 76.95%
Honey bee toxicity - 0.7499 74.99%
Biodegradation - 0.7500 75.00%
Crustacea aquatic toxicity - 0.5450 54.50%
Fish aquatic toxicity + 0.9875 98.75%

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 98.56% 96.09%
CHEMBL253 P34972 Cannabinoid CB2 receptor 97.65% 97.25%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 97.41% 91.11%
CHEMBL4026 P40763 Signal transducer and activator of transcription 3 94.83% 82.69%
CHEMBL2581 P07339 Cathepsin D 94.32% 98.95%
CHEMBL4303 P08238 Heat shock protein HSP 90-beta 92.51% 96.77%
CHEMBL3137262 O60341 LSD1/CoREST complex 91.00% 97.09%
CHEMBL5255 O00206 Toll-like receptor 4 90.58% 92.50%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 88.27% 95.56%
CHEMBL226 P30542 Adenosine A1 receptor 87.19% 95.93%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 86.90% 94.45%
CHEMBL1994 P08235 Mineralocorticoid receptor 86.72% 100.00%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 84.45% 95.89%
CHEMBL340 P08684 Cytochrome P450 3A4 82.69% 91.19%
CHEMBL2007 P16234 Platelet-derived growth factor receptor alpha 81.88% 91.07%
CHEMBL1293249 Q13887 Kruppel-like factor 5 81.36% 86.33%
CHEMBL4227 P25090 Lipoxin A4 receptor 81.30% 100.00%
CHEMBL5608 Q16288 NT-3 growth factor receptor 81.29% 95.89%
CHEMBL4187 Q99250 Sodium channel protein type II alpha subunit 81.14% 95.50%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 80.15% 94.00%

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.
Rosa transmorrisonensis

Cross-Links

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PubChem 163044513
LOTUS LTS0253137
wikiData Q105352341