(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]-5-[(2S,3R,4S,5R,6R)-4,5-dihydroxy-6-(hydroxymethyl)-3-[(2S,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]peroxyoxan-2-yl]oxy-3,4-dihydroxyoxane-2-carboxylic acid

Details

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Internal ID 68019832-46a3-4c03-bb2a-4bc3cb533e59
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]-5-[(2S,3R,4S,5R,6R)-4,5-dihydroxy-6-(hydroxymethyl)-3-[(2S,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]peroxyoxan-2-yl]oxy-3,4-dihydroxyoxane-2-carboxylic acid
SMILES (Canonical) CC1C(C(C(C(O1)OOC2C(C(C(OC2OC3C(C(C(OC3OC4CCC5(C(C4(C)CO)CCC6(C5CC=C7C6(CCC8(C7CC(C(C8OC9C(C(C(CO9)OC1C(C(C(C(O1)CO)O)O)O)O)O)O)(C)C)C)C)C)C)C(=O)O)O)O)CO)O)O)O)O)O
SMILES (Isomeric) C[C@H]1[C@@H]([C@H]([C@H]([C@@H](O1)OO[C@@H]2[C@H]([C@H]([C@H](O[C@H]2O[C@@H]3[C@H]([C@@H]([C@H](O[C@H]3O[C@H]4CC[C@]5([C@H]([C@@]4(C)CO)CC[C@@]6([C@@H]5CC=C7[C@]6(CC[C@@]8([C@H]7CC(C(C8O[C@H]9[C@@H]([C@H]([C@H](CO9)O[C@H]1[C@@H]([C@H]([C@@H]([C@H](O1)CO)O)O)O)O)O)O)(C)C)C)C)C)C)C(=O)O)O)O)CO)O)O)O)O)O
InChI InChI=1S/C59H96O29/c1-22-31(63)35(67)42(74)51(79-22)88-87-45-37(69)33(65)26(19-61)81-53(45)85-44-39(71)38(70)43(48(76)77)84-52(44)83-30-12-13-56(5)28(57(30,6)21-62)11-14-59(8)29(56)10-9-23-24-17-54(2,3)46(75)47(55(24,4)15-16-58(23,59)7)86-49-40(72)34(66)27(20-78-49)82-50-41(73)36(68)32(64)25(18-60)80-50/h9,22,24-47,49-53,60-75H,10-21H2,1-8H3,(H,76,77)/t22-,24-,25+,26+,27-,28+,29+,30-,31-,32+,33-,34-,35+,36-,37-,38-,39-,40+,41+,42+,43-,44+,45+,46?,47?,49-,50-,51-,52+,53-,55+,56-,57+,58+,59+/m0/s1
InChI Key YMCBRSZGTKSIEK-NGWLLVMQSA-N
Popularity 1 reference in papers

Physical and Chemical Properties

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Molecular Formula C59H96O29
Molecular Weight 1269.40 g/mol
Exact Mass 1268.60372702 g/mol
Topological Polar Surface Area (TPSA) 463.00 Ų
XlogP -1.90
Atomic LogP (AlogP) -4.11
H-Bond Acceptor 28
H-Bond Donor 17
Rotatable Bonds 15

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]-5-[(2S,3R,4S,5R,6R)-4,5-dihydroxy-6-(hydroxymethyl)-3-[(2S,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]peroxyoxan-2-yl]oxy-3,4-dihydroxyoxane-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 + 0.7631 76.31%
Caco-2 - 0.8819 88.19%
Blood Brain Barrier - 0.6500 65.00%
Human oral bioavailability - 0.8714 87.14%
Subcellular localzation Mitochondria 0.8305 83.05%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.8213 82.13%
OATP1B3 inhibitior - 0.4274 42.74%
MATE1 inhibitior - 1.0000 100.00%
OCT2 inhibitior - 0.6026 60.26%
BSEP inhibitior + 0.9473 94.73%
P-glycoprotein inhibitior + 0.7457 74.57%
P-glycoprotein substrate + 0.5895 58.95%
CYP3A4 substrate + 0.7433 74.33%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8761 87.61%
CYP3A4 inhibition - 0.9404 94.04%
CYP2C9 inhibition - 0.8576 85.76%
CYP2C19 inhibition - 0.8704 87.04%
CYP2D6 inhibition - 0.9350 93.50%
CYP1A2 inhibition - 0.8305 83.05%
CYP2C8 inhibition + 0.8150 81.50%
CYP inhibitory promiscuity - 0.9446 94.46%
UGT catelyzed + 0.6000 60.00%
Carcinogenicity (binary) - 0.9400 94.00%
Carcinogenicity (trinary) Non-required 0.6134 61.34%
Eye corrosion - 0.9869 98.69%
Eye irritation - 0.8992 89.92%
Skin irritation - 0.6707 67.07%
Skin corrosion - 0.9409 94.09%
Ames mutagenesis - 0.7500 75.00%
Human Ether-a-go-go-Related Gene inhibition + 0.8008 80.08%
Micronuclear - 0.8700 87.00%
Hepatotoxicity - 0.7750 77.50%
skin sensitisation - 0.8734 87.34%
Respiratory toxicity - 0.7000 70.00%
Reproductive toxicity + 0.8667 86.67%
Mitochondrial toxicity - 0.7625 76.25%
Nephrotoxicity - 0.8805 88.05%
Acute Oral Toxicity (c) III 0.7203 72.03%
Estrogen receptor binding + 0.7877 78.77%
Androgen receptor binding + 0.7498 74.98%
Thyroid receptor binding + 0.6060 60.60%
Glucocorticoid receptor binding + 0.7969 79.69%
Aromatase binding + 0.6819 68.19%
PPAR gamma + 0.8242 82.42%
Honey bee toxicity - 0.6440 64.40%
Biodegradation - 0.7500 75.00%
Crustacea aquatic toxicity - 0.5100 51.00%
Fish aquatic toxicity + 0.9683 96.83%

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 98.29% 91.11%
CHEMBL3714130 P46095 G-protein coupled receptor 6 98.05% 97.36%
CHEMBL221 P23219 Cyclooxygenase-1 95.35% 90.17%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 90.94% 95.56%
CHEMBL3807 P17706 T-cell protein-tyrosine phosphatase 90.08% 93.00%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 88.49% 96.09%
CHEMBL1293249 Q13887 Kruppel-like factor 5 88.47% 86.33%
CHEMBL2581 P07339 Cathepsin D 86.15% 98.95%
CHEMBL3060 Q9Y345 Glycine transporter 2 85.91% 99.17%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 85.58% 94.45%
CHEMBL5608 Q16288 NT-3 growth factor receptor 85.20% 95.89%
CHEMBL3286 P00749 Urokinase-type plasminogen activator 85.12% 97.88%
CHEMBL3137262 O60341 LSD1/CoREST complex 85.07% 97.09%
CHEMBL3880 P07900 Heat shock protein HSP 90-alpha 85.00% 96.21%
CHEMBL1806 P11388 DNA topoisomerase II alpha 84.95% 89.00%
CHEMBL5028 O14672 ADAM10 84.21% 97.50%
CHEMBL1994 P08235 Mineralocorticoid receptor 83.97% 100.00%
CHEMBL2007 P16234 Platelet-derived growth factor receptor alpha 83.09% 91.07%
CHEMBL3713062 P10646 Tissue factor pathway inhibitor 82.84% 97.33%
CHEMBL4187 Q99250 Sodium channel protein type II alpha subunit 82.07% 95.50%
CHEMBL2111367 P27986 PI3-kinase p110-alpha/p85-alpha 80.95% 94.33%
CHEMBL203 P00533 Epidermal growth factor receptor erbB1 80.49% 97.34%
CHEMBL1937 Q92769 Histone deacetylase 2 80.02% 94.75%

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 101474436
LOTUS LTS0077635
wikiData Q105350451