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(3S,4S,4aR,6aR,6bS,8R,8aR,12aS,14aR,14bR)-3,8-dihydroxy-4,6a,6b,11,11,14b-hexamethyl-8a-[(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]oxycarbonyl-1,2,3,4a,5,6,7,8,9,10,12,12a,14,14a-tetradecahydropicene-4-carboxylic acid

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 63a58469-ac27-4643-8c5e-618f9c2de1c4
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Terpene glycosides > Triterpene glycosides > Triterpene saponins
IUPAC Name (3S,4S,4aR,6aR,6bS,8R,8aR,12aS,14aR,14bR)-3,8-dihydroxy-4,6a,6b,11,11,14b-hexamethyl-8a-[(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]oxycarbonyl-1,2,3,4a,5,6,7,8,9,10,12,12a,14,14a-tetradecahydropicene-4-carboxylic acid
SMILES (Canonical) CC1(CCC2(C(C1)C3=CCC4C5(CCC(C(C5CCC4(C3(CC2O)C)C)(C)C(=O)O)O)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(C[C@H]([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)O)C)C)(C)C(=O)O)O
InChI InChI=1S/C42H66O16/c1-37(2)13-14-42(36(54)58-34-32(51)30(49)28(47)22(57-34)18-55-33-31(50)29(48)27(46)21(17-43)56-33)20(15-37)19-7-8-23-38(3)11-10-25(44)41(6,35(52)53)24(38)9-12-39(23,4)40(19,5)16-26(42)45/h7,20-34,43-51H,8-18H2,1-6H3,(H,52,53)/t20-,21+,22+,23+,24+,25-,26+,27+,28+,29-,30-,31+,32+,33+,34-,38+,39+,40+,41-,42+/m0/s1
InChI Key WBIQMFBPGXQYQQ-LOPODVLOSA-N
Popularity 1 reference in papers

Physical and Chemical Properties

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Molecular Formula C42H66O16
Molecular Weight 827.00 g/mol
Exact Mass 826.43508601 g/mol
Topological Polar Surface Area (TPSA) 273.00 Ų
XlogP 2.20
Atomic LogP (AlogP) 0.35
H-Bond Acceptor 15
H-Bond Donor 10
Rotatable Bonds 7

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of (3S,4S,4aR,6aR,6bS,8R,8aR,12aS,14aR,14bR)-3,8-dihydroxy-4,6a,6b,11,11,14b-hexamethyl-8a-[(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]oxycarbonyl-1,2,3,4a,5,6,7,8,9,10,12,12a,14,14a-tetradecahydropicene-4-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 + 0.7601 76.01%
Caco-2 - 0.8878 88.78%
Blood Brain Barrier - 0.5250 52.50%
Human oral bioavailability - 0.7429 74.29%
Subcellular localzation Mitochondria 0.8703 87.03%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.8157 81.57%
OATP1B3 inhibitior - 0.4610 46.10%
MATE1 inhibitior - 0.9600 96.00%
OCT2 inhibitior - 0.5026 50.26%
BSEP inhibitior + 0.5949 59.49%
P-glycoprotein inhibitior + 0.7460 74.60%
P-glycoprotein substrate - 0.6502 65.02%
CYP3A4 substrate + 0.7089 70.89%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8776 87.76%
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 + 0.6354 63.54%
CYP inhibitory promiscuity - 0.9733 97.33%
UGT catelyzed + 1.0000 100.00%
Carcinogenicity (binary) - 0.9700 97.00%
Carcinogenicity (trinary) Non-required 0.6024 60.24%
Eye corrosion - 0.9896 98.96%
Eye irritation - 0.9103 91.03%
Skin irritation - 0.5876 58.76%
Skin corrosion - 0.9441 94.41%
Ames mutagenesis - 0.8095 80.95%
Human Ether-a-go-go-Related Gene inhibition + 0.7167 71.67%
Micronuclear - 0.7800 78.00%
Hepatotoxicity - 0.8223 82.23%
skin sensitisation - 0.9013 90.13%
Respiratory toxicity + 0.5889 58.89%
Reproductive toxicity + 0.9111 91.11%
Mitochondrial toxicity - 0.6250 62.50%
Nephrotoxicity - 0.8046 80.46%
Acute Oral Toxicity (c) III 0.8023 80.23%
Estrogen receptor binding + 0.7903 79.03%
Androgen receptor binding + 0.7309 73.09%
Thyroid receptor binding - 0.6290 62.90%
Glucocorticoid receptor binding + 0.6743 67.43%
Aromatase binding + 0.6505 65.05%
PPAR gamma + 0.7653 76.53%
Honey bee toxicity - 0.7876 78.76%
Biodegradation - 0.7500 75.00%
Crustacea aquatic toxicity - 0.6450 64.50%
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 97.44% 91.11%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 96.48% 96.09%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 93.07% 94.45%
CHEMBL3137262 O60341 LSD1/CoREST complex 92.83% 97.09%
CHEMBL5255 O00206 Toll-like receptor 4 86.49% 92.50%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 85.40% 95.56%
CHEMBL1994 P08235 Mineralocorticoid receptor 84.52% 100.00%
CHEMBL1293249 Q13887 Kruppel-like factor 5 84.33% 86.33%
CHEMBL4187 Q99250 Sodium channel protein type II alpha subunit 83.34% 95.50%
CHEMBL221 P23219 Cyclooxygenase-1 82.31% 90.17%
CHEMBL218 P21554 Cannabinoid CB1 receptor 82.02% 96.61%
CHEMBL5028 O14672 ADAM10 82.01% 97.50%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 80.54% 94.00%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 80.47% 92.62%
CHEMBL4303 P08238 Heat shock protein HSP 90-beta 80.38% 96.77%

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 162896131
LOTUS LTS0088128
wikiData Q105300782