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(1R,3aS,5aR,5bR,7aR,8S,9R,11aR,11bR,13aR,13bR)-1-but-1-en-2-yl-5a,5b,8,11a-tetramethyl-9-[(2S,3S,5S)-2,3,4,5-tetrahydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-1,2,3,4,5,6,7,7a,9,10,11,11b,12,13,13a,13b-hexadecahydrocyclopenta[a]chrysene-3a,8-dicarboxylic 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 6d60d1cf-5d7b-4800-82f8-ebe958632817
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Terpene glycosides > Triterpene glycosides > Triterpene saponins
IUPAC Name (1R,3aS,5aR,5bR,7aR,8S,9R,11aR,11bR,13aR,13bR)-1-but-1-en-2-yl-5a,5b,8,11a-tetramethyl-9-[(2S,3S,5S)-2,3,4,5-tetrahydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-1,2,3,4,5,6,7,7a,9,10,11,11b,12,13,13a,13b-hexadecahydrocyclopenta[a]chrysene-3a,8-dicarboxylic acid
SMILES (Canonical) CCC(=C)C1CCC2(C1C3CCC4C5(CCC(C(C5CCC4(C3(CC2)C)C)(C)C(=O)O)OC6(C(C(C(C(O6)CO)O)O)O)O)C)C(=O)O
SMILES (Isomeric) CCC(=C)[C@@H]1CC[C@]2([C@H]1[C@H]3CC[C@@H]4[C@]5(CC[C@H]([C@@]([C@@H]5CC[C@]4([C@@]3(CC2)C)C)(C)C(=O)O)O[C@]6([C@H](C([C@@H](C(O6)CO)O)O)O)O)C)C(=O)O
InChI InChI=1S/C37H58O11/c1-7-19(2)20-10-15-36(31(44)45)17-16-33(4)21(26(20)36)8-9-23-32(3)13-12-25(35(6,30(42)43)24(32)11-14-34(23,33)5)48-37(46)29(41)28(40)27(39)22(18-38)47-37/h20-29,38-41,46H,2,7-18H2,1,3-6H3,(H,42,43)(H,44,45)/t20-,21+,22?,23+,24+,25+,26+,27+,28?,29-,32+,33+,34+,35-,36-,37+/m0/s1
InChI Key OBZZDHZAFZXALP-ZSKQSDCOSA-N
Popularity 1 reference in papers

Physical and Chemical Properties

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Molecular Formula C37H58O11
Molecular Weight 678.80 g/mol
Exact Mass 678.39791266 g/mol
Topological Polar Surface Area (TPSA) 194.00 Ų
XlogP 5.00
Atomic LogP (AlogP) 3.69
H-Bond Acceptor 9
H-Bond Donor 7
Rotatable Bonds 7

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of (1R,3aS,5aR,5bR,7aR,8S,9R,11aR,11bR,13aR,13bR)-1-but-1-en-2-yl-5a,5b,8,11a-tetramethyl-9-[(2S,3S,5S)-2,3,4,5-tetrahydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-1,2,3,4,5,6,7,7a,9,10,11,11b,12,13,13a,13b-hexadecahydrocyclopenta[a]chrysene-3a,8-dicarboxylic acid

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.8853 88.53%
Caco-2 - 0.8617 86.17%
Blood Brain Barrier + 0.5250 52.50%
Human oral bioavailability - 0.5714 57.14%
Subcellular localzation Mitochondria 0.7644 76.44%
OATP2B1 inhibitior - 0.5822 58.22%
OATP1B1 inhibitior + 0.8415 84.15%
OATP1B3 inhibitior + 0.8948 89.48%
MATE1 inhibitior - 1.0000 100.00%
OCT2 inhibitior - 0.7276 72.76%
BSEP inhibitior - 0.5689 56.89%
P-glycoprotein inhibitior + 0.7242 72.42%
P-glycoprotein substrate - 0.5757 57.57%
CYP3A4 substrate + 0.7100 71.00%
CYP2C9 substrate - 0.8102 81.02%
CYP2D6 substrate - 0.8651 86.51%
CYP3A4 inhibition - 0.6274 62.74%
CYP2C9 inhibition - 0.8002 80.02%
CYP2C19 inhibition - 0.8054 80.54%
CYP2D6 inhibition - 0.9297 92.97%
CYP1A2 inhibition - 0.7881 78.81%
CYP2C8 inhibition + 0.7317 73.17%
CYP inhibitory promiscuity - 0.8037 80.37%
UGT catelyzed + 0.6000 60.00%
Carcinogenicity (binary) - 1.0000 100.00%
Carcinogenicity (trinary) Non-required 0.7039 70.39%
Eye corrosion - 0.9876 98.76%
Eye irritation - 0.9181 91.81%
Skin irritation - 0.5329 53.29%
Skin corrosion - 0.9374 93.74%
Ames mutagenesis - 0.6870 68.70%
Human Ether-a-go-go-Related Gene inhibition + 0.6616 66.16%
Micronuclear - 0.8200 82.00%
Hepatotoxicity - 0.6181 61.81%
skin sensitisation - 0.9070 90.70%
Respiratory toxicity + 0.6667 66.67%
Reproductive toxicity + 0.8556 85.56%
Mitochondrial toxicity + 0.6250 62.50%
Nephrotoxicity - 0.7367 73.67%
Acute Oral Toxicity (c) III 0.5465 54.65%
Estrogen receptor binding + 0.6954 69.54%
Androgen receptor binding + 0.7653 76.53%
Thyroid receptor binding - 0.5847 58.47%
Glucocorticoid receptor binding + 0.6380 63.80%
Aromatase binding + 0.6723 67.23%
PPAR gamma + 0.6568 65.68%
Honey bee toxicity - 0.6783 67.83%
Biodegradation - 0.7500 75.00%
Crustacea aquatic toxicity - 0.5500 55.00%
Fish aquatic toxicity + 0.9934 99.34%

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
CHEMBL4040 P28482 MAP kinase ERK2 96.49% 83.82%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 95.53% 96.09%
CHEMBL2581 P07339 Cathepsin D 90.00% 98.95%
CHEMBL3137262 O60341 LSD1/CoREST complex 88.68% 97.09%
CHEMBL5608 Q16288 NT-3 growth factor receptor 88.68% 95.89%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 87.99% 91.11%
CHEMBL1994 P08235 Mineralocorticoid receptor 87.32% 100.00%
CHEMBL241 Q14432 Phosphodiesterase 3A 87.06% 92.94%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 86.34% 95.56%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 86.27% 95.89%
CHEMBL226 P30542 Adenosine A1 receptor 85.92% 95.93%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 85.51% 94.45%
CHEMBL218 P21554 Cannabinoid CB1 receptor 85.12% 96.61%
CHEMBL1293316 Q9HBX9 Relaxin receptor 1 84.95% 82.50%
CHEMBL340 P08684 Cytochrome P450 3A4 84.79% 91.19%
CHEMBL4187 Q99250 Sodium channel protein type II alpha subunit 83.69% 95.50%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 83.24% 92.62%
CHEMBL5028 O14672 ADAM10 82.98% 97.50%
CHEMBL4227 P25090 Lipoxin A4 receptor 82.58% 100.00%
CHEMBL3807 P17706 T-cell protein-tyrosine phosphatase 81.75% 93.00%
CHEMBL3060 Q9Y345 Glycine transporter 2 80.61% 99.17%

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.
There are no matching plants.

Cross-Links

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PubChem 163025978
LOTUS LTS0265301
wikiData Q105189238