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8a-O-[(2S,3R,4S,5R,6R)-6-[[(2R,3R,4S,5S,6R)-4,5-dihydroxy-6-(hydroxymethyl)-3-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxan-2-yl]oxymethyl]-3,5-dihydroxy-4-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxan-2-yl] 4-O-[(2S)-2-hydroxypropyl] (3S,4S,4aR,6aR,6bS,8aS,12aS,14aR,14bR)-3-hydroxy-4,6a,6b,11,11,14b-hexamethyl-1,2,3,4a,5,6,7,8,9,10,12,12a,14,14a-tetradecahydropicene-4,8a-dicarboxylate

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 067bf4f1-2efa-412d-9d0b-99432643031b
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Terpene glycosides > Triterpene glycosides > Triterpene saponins
IUPAC Name 8a-O-[(2S,3R,4S,5R,6R)-6-[[(2R,3R,4S,5S,6R)-4,5-dihydroxy-6-(hydroxymethyl)-3-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxan-2-yl]oxymethyl]-3,5-dihydroxy-4-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxan-2-yl] 4-O-[(2S)-2-hydroxypropyl] (3S,4S,4aR,6aR,6bS,8aS,12aS,14aR,14bR)-3-hydroxy-4,6a,6b,11,11,14b-hexamethyl-1,2,3,4a,5,6,7,8,9,10,12,12a,14,14a-tetradecahydropicene-4,8a-dicarboxylate
SMILES (Canonical) CC(COC(=O)C1(C2CCC3(C(C2(CCC1O)C)CC=C4C3(CCC5(C4CC(CC5)(C)C)C(=O)OC6C(C(C(C(O6)COC7C(C(C(C(O7)CO)O)O)OC8C(C(C(C(O8)CO)O)O)O)O)OC9C(C(C(C(O9)CO)O)O)O)O)C)C)C)O
SMILES (Isomeric) C[C@@H](COC(=O)[C@]1([C@@H]2CC[C@@]3([C@@H]([C@]2(CC[C@@H]1O)C)CC=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[C@H]8[C@@H]([C@H]([C@@H]([C@H](O8)CO)O)O)O)O)O[C@H]9[C@@H]([C@H]([C@@H]([C@H](O9)CO)O)O)O)O)C)C)C)O
InChI InChI=1S/C57H92O26/c1-24(61)22-76-50(73)56(7)32-10-13-55(6)31(53(32,4)12-11-33(56)62)9-8-25-26-18-52(2,3)14-16-57(26,17-15-54(25,55)5)51(74)83-48-43(72)44(81-46-41(70)38(67)34(63)27(19-58)77-46)37(66)30(80-48)23-75-49-45(40(69)36(65)29(21-60)79-49)82-47-42(71)39(68)35(64)28(20-59)78-47/h8,24,26-49,58-72H,9-23H2,1-7H3/t24-,26-,27+,28+,29+,30+,31+,32+,33-,34+,35+,36+,37+,38-,39-,40-,41+,42+,43+,44-,45+,46-,47-,48-,49+,53+,54+,55+,56-,57-/m0/s1
InChI Key DDSHHJOPMYTUMN-MVUIVXJQSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C57H92O26
Molecular Weight 1193.30 g/mol
Exact Mass 1192.58768304 g/mol
Topological Polar Surface Area (TPSA) 421.00 Ų
XlogP -0.30
Atomic LogP (AlogP) -3.13
H-Bond Acceptor 26
H-Bond Donor 15
Rotatable Bonds 15

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of 8a-O-[(2S,3R,4S,5R,6R)-6-[[(2R,3R,4S,5S,6R)-4,5-dihydroxy-6-(hydroxymethyl)-3-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxan-2-yl]oxymethyl]-3,5-dihydroxy-4-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxan-2-yl] 4-O-[(2S)-2-hydroxypropyl] (3S,4S,4aR,6aR,6bS,8aS,12aS,14aR,14bR)-3-hydroxy-4,6a,6b,11,11,14b-hexamethyl-1,2,3,4a,5,6,7,8,9,10,12,12a,14,14a-tetradecahydropicene-4,8a-dicarboxylate

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.7601 76.01%
Caco-2 - 0.8770 87.70%
Blood Brain Barrier - 0.5250 52.50%
Human oral bioavailability - 0.8286 82.86%
Subcellular localzation Mitochondria 0.8703 87.03%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.8492 84.92%
OATP1B3 inhibitior - 0.4610 46.10%
MATE1 inhibitior - 0.9200 92.00%
OCT2 inhibitior - 0.5026 50.26%
BSEP inhibitior + 0.9432 94.32%
P-glycoprotein inhibitior + 0.7462 74.62%
P-glycoprotein substrate - 0.5350 53.50%
CYP3A4 substrate + 0.7307 73.07%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8587 85.87%
CYP3A4 inhibition - 0.8310 83.10%
CYP2C9 inhibition - 0.8704 87.04%
CYP2C19 inhibition - 0.9216 92.16%
CYP2D6 inhibition - 0.9491 94.91%
CYP1A2 inhibition - 0.9009 90.09%
CYP2C8 inhibition + 0.7033 70.33%
CYP inhibitory promiscuity - 0.9733 97.33%
UGT catelyzed + 0.7000 70.00%
Carcinogenicity (binary) - 0.9700 97.00%
Carcinogenicity (trinary) Non-required 0.6024 60.24%
Eye corrosion - 0.9896 98.96%
Eye irritation - 0.9000 90.00%
Skin irritation - 0.5876 58.76%
Skin corrosion - 0.9441 94.41%
Ames mutagenesis - 0.8600 86.00%
Human Ether-a-go-go-Related Gene inhibition + 0.8039 80.39%
Micronuclear - 0.7800 78.00%
Hepatotoxicity - 0.8158 81.58%
skin sensitisation - 0.9013 90.13%
Respiratory toxicity - 0.5111 51.11%
Reproductive toxicity + 0.9111 91.11%
Mitochondrial toxicity - 0.6250 62.50%
Nephrotoxicity - 0.8864 88.64%
Acute Oral Toxicity (c) III 0.8023 80.23%
Estrogen receptor binding + 0.7870 78.70%
Androgen receptor binding + 0.7509 75.09%
Thyroid receptor binding + 0.5790 57.90%
Glucocorticoid receptor binding + 0.7513 75.13%
Aromatase binding + 0.6474 64.74%
PPAR gamma + 0.8122 81.22%
Honey bee toxicity - 0.6948 69.48%
Biodegradation - 0.7500 75.00%
Crustacea aquatic toxicity - 0.6650 66.50%
Fish aquatic toxicity + 0.9585 95.85%

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 98.54% 91.11%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 98.36% 94.45%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 98.05% 96.09%
CHEMBL253 P34972 Cannabinoid CB2 receptor 94.33% 97.25%
CHEMBL3137262 O60341 LSD1/CoREST complex 94.22% 97.09%
CHEMBL2581 P07339 Cathepsin D 92.79% 98.95%
CHEMBL335 P18031 Protein-tyrosine phosphatase 1B 92.15% 95.17%
CHEMBL4303 P08238 Heat shock protein HSP 90-beta 87.27% 96.77%
CHEMBL221 P23219 Cyclooxygenase-1 87.18% 90.17%
CHEMBL5608 Q16288 NT-3 growth factor receptor 86.25% 95.89%
CHEMBL1806 P11388 DNA topoisomerase II alpha 86.22% 89.00%
CHEMBL5255 O00206 Toll-like receptor 4 85.81% 92.50%
CHEMBL1994 P08235 Mineralocorticoid receptor 85.47% 100.00%
CHEMBL226 P30542 Adenosine A1 receptor 84.76% 95.93%
CHEMBL4187 Q99250 Sodium channel protein type II alpha subunit 84.56% 95.50%
CHEMBL2111367 P27986 PI3-kinase p110-alpha/p85-alpha 84.39% 94.33%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 83.64% 95.56%
CHEMBL5163 Q9NY46 Sodium channel protein type III alpha subunit 83.02% 96.90%
CHEMBL4227 P25090 Lipoxin A4 receptor 82.76% 100.00%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 81.91% 92.62%
CHEMBL5028 O14672 ADAM10 81.82% 97.50%
CHEMBL4302 P08183 P-glycoprotein 1 81.81% 92.98%
CHEMBL218 P21554 Cannabinoid CB1 receptor 81.66% 96.61%
CHEMBL3401 O75469 Pregnane X receptor 81.53% 94.73%
CHEMBL2094135 Q96BI3 Gamma-secretase 81.43% 98.05%
CHEMBL3714130 P46095 G-protein coupled receptor 6 81.04% 97.36%

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.
Dianthus chinensis

Cross-Links

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PubChem 163192069
LOTUS LTS0236744
wikiData Q104976811