(2S,3S,4S,5R,6R)-6-[[(3S,4S,4aR,6aR,6bS,8aR,12aS,14aR,14bR)-9-[(2S,3R,4R,5S)-3,4-dihydroxy-5-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxan-2-yl]oxy-10-hydroxy-4-(hydroxymethyl)-4,6a,6b,8a,11,11,14b-heptamethyl-1,2,3,4a,5,6,7,8,9,10,12,12a,14,14a-tetradecahydropicen-3-yl]oxy]-3,4,5-trihydroxyoxane-2-carboxylic acid

Details

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Internal ID 3c790f7f-c76f-475c-8542-76d1fe8b80d1
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,8aR,12aS,14aR,14bR)-9-[(2S,3R,4R,5S)-3,4-dihydroxy-5-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxan-2-yl]oxy-10-hydroxy-4-(hydroxymethyl)-4,6a,6b,8a,11,11,14b-heptamethyl-1,2,3,4a,5,6,7,8,9,10,12,12a,14,14a-tetradecahydropicen-3-yl]oxy]-3,4,5-trihydroxyoxane-2-carboxylic acid
SMILES (Canonical) CC1(CC2C3=CCC4C5(CCC(C(C5CCC4(C3(CCC2(C(C1O)OC6C(C(C(CO6)OC7C(C(C(C(O7)CO)O)O)O)O)O)C)C)C)(C)CO)OC8C(C(C(C(O8)C(=O)O)O)O)O)C)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(C(C5O[C@H]6[C@@H]([C@H]([C@H](CO6)O[C@H]7[C@@H]([C@H]([C@@H]([C@H](O7)CO)O)O)O)O)O)O)(C)C)C)C)C)(C)CO)O[C@H]8[C@@H]([C@H]([C@@H]([C@H](O8)C(=O)O)O)O)O
InChI InChI=1S/C47H76O19/c1-42(2)16-21-20-8-9-25-44(4)12-11-26(64-41-34(57)30(53)31(54)35(65-41)38(59)60)45(5,19-49)24(44)10-13-47(25,7)46(20,6)15-14-43(21,3)37(36(42)58)66-39-32(55)28(51)23(18-61-39)63-40-33(56)29(52)27(50)22(17-48)62-40/h8,21-37,39-41,48-58H,9-19H2,1-7H3,(H,59,60)/t21-,22+,23-,24+,25+,26-,27+,28-,29-,30-,31-,32+,33+,34+,35-,36?,37?,39-,40-,41+,43+,44-,45+,46+,47+/m0/s1
InChI Key WSXIMVZGYWWYOF-HSONXCQVSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C47H76O19
Molecular Weight 945.10 g/mol
Exact Mass 944.49808019 g/mol
Topological Polar Surface Area (TPSA) 315.00 Ų
XlogP 0.80
Atomic LogP (AlogP) -0.71
H-Bond Acceptor 18
H-Bond Donor 12
Rotatable Bonds 9

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,8aR,12aS,14aR,14bR)-9-[(2S,3R,4R,5S)-3,4-dihydroxy-5-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxan-2-yl]oxy-10-hydroxy-4-(hydroxymethyl)-4,6a,6b,8a,11,11,14b-heptamethyl-1,2,3,4a,5,6,7,8,9,10,12,12a,14,14a-tetradecahydropicen-3-yl]oxy]-3,4,5-trihydroxyoxane-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 + 0.7499 74.99%
Caco-2 - 0.8905 89.05%
Blood Brain Barrier - 0.6750 67.50%
Human oral bioavailability - 0.7857 78.57%
Subcellular localzation Mitochondria 0.8758 87.58%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.8242 82.42%
OATP1B3 inhibitior - 0.5977 59.77%
MATE1 inhibitior - 1.0000 100.00%
OCT2 inhibitior - 0.5776 57.76%
BSEP inhibitior + 0.6561 65.61%
P-glycoprotein inhibitior + 0.7535 75.35%
P-glycoprotein substrate - 0.5928 59.28%
CYP3A4 substrate + 0.7293 72.93%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8798 87.98%
CYP3A4 inhibition - 0.9589 95.89%
CYP2C9 inhibition - 0.8763 87.63%
CYP2C19 inhibition - 0.9003 90.03%
CYP2D6 inhibition - 0.9427 94.27%
CYP1A2 inhibition - 0.8671 86.71%
CYP2C8 inhibition + 0.7834 78.34%
CYP inhibitory promiscuity - 0.9423 94.23%
UGT catelyzed + 0.7000 70.00%
Carcinogenicity (binary) - 0.9700 97.00%
Carcinogenicity (trinary) Non-required 0.6313 63.13%
Eye corrosion - 0.9895 98.95%
Eye irritation - 0.9049 90.49%
Skin irritation - 0.6520 65.20%
Skin corrosion - 0.9500 95.00%
Ames mutagenesis - 0.6970 69.70%
Human Ether-a-go-go-Related Gene inhibition + 0.7396 73.96%
Micronuclear - 0.8700 87.00%
Hepatotoxicity - 0.7750 77.50%
skin sensitisation - 0.8940 89.40%
Respiratory toxicity - 0.7111 71.11%
Reproductive toxicity + 0.8667 86.67%
Mitochondrial toxicity - 0.7750 77.50%
Nephrotoxicity - 0.7290 72.90%
Acute Oral Toxicity (c) III 0.7822 78.22%
Estrogen receptor binding + 0.7769 77.69%
Androgen receptor binding + 0.7398 73.98%
Thyroid receptor binding - 0.5295 52.95%
Glucocorticoid receptor binding + 0.7204 72.04%
Aromatase binding + 0.6446 64.46%
PPAR gamma + 0.7996 79.96%
Honey bee toxicity - 0.7040 70.40%
Biodegradation - 0.6750 67.50%
Crustacea aquatic toxicity - 0.5600 56.00%
Fish aquatic toxicity + 0.9603 96.03%

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 96.94% 91.11%
CHEMBL221 P23219 Cyclooxygenase-1 93.16% 90.17%
CHEMBL3714130 P46095 G-protein coupled receptor 6 91.85% 97.36%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 91.09% 95.56%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 90.70% 94.45%
CHEMBL3807 P17706 T-cell protein-tyrosine phosphatase 88.59% 93.00%
CHEMBL3137262 O60341 LSD1/CoREST complex 88.58% 97.09%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 88.56% 96.09%
CHEMBL2581 P07339 Cathepsin D 85.32% 98.95%
CHEMBL3060 Q9Y345 Glycine transporter 2 84.63% 99.17%
CHEMBL5608 Q16288 NT-3 growth factor receptor 84.43% 95.89%
CHEMBL5028 O14672 ADAM10 84.17% 97.50%
CHEMBL1994 P08235 Mineralocorticoid receptor 83.45% 100.00%
CHEMBL4187 Q99250 Sodium channel protein type II alpha subunit 82.47% 95.50%
CHEMBL203 P00533 Epidermal growth factor receptor erbB1 82.45% 97.34%
CHEMBL3880 P07900 Heat shock protein HSP 90-alpha 82.02% 96.21%
CHEMBL2007 P16234 Platelet-derived growth factor receptor alpha 81.75% 91.07%
CHEMBL2111367 P27986 PI3-kinase p110-alpha/p85-alpha 81.63% 94.33%
CHEMBL1293249 Q13887 Kruppel-like factor 5 81.20% 86.33%
CHEMBL3713062 P10646 Tissue factor pathway inhibitor 80.99% 97.33%
CHEMBL5255 O00206 Toll-like receptor 4 80.55% 92.50%
CHEMBL1806 P11388 DNA topoisomerase II alpha 80.47% 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.
Impatiens siculifera

Cross-Links

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PubChem 101474434
LOTUS LTS0236291
wikiData Q105312194