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6-[[(1R,3aS,5aR,5bR,7aR,9S,11aR,11bR,13aR,13bR)-3a-carboxy-5a,5b,8,8,11a-pentamethyl-1-prop-1-en-2-yl-1,2,3,4,5,6,7,7a,9,10,11,11b,12,13,13a,13b-hexadecahydrocyclopenta[a]chrysen-9-yl]oxy]-3,4,5-trihydroxyoxane-2-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 9aa61440-faa7-4a44-a7c8-9ce245372a24
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Terpene glycosides > Triterpene glycosides > Triterpene saponins
IUPAC Name 6-[[(1R,3aS,5aR,5bR,7aR,9S,11aR,11bR,13aR,13bR)-3a-carboxy-5a,5b,8,8,11a-pentamethyl-1-prop-1-en-2-yl-1,2,3,4,5,6,7,7a,9,10,11,11b,12,13,13a,13b-hexadecahydrocyclopenta[a]chrysen-9-yl]oxy]-3,4,5-trihydroxyoxane-2-carboxylic acid
SMILES (Canonical) CC(=C)C1CCC2(C1C3CCC4C5(CCC(C(C5CCC4(C3(CC2)C)C)(C)C)OC6C(C(C(C(O6)C(=O)O)O)O)O)C)C(=O)O
SMILES (Isomeric) CC(=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)OC6C(C(C(C(O6)C(=O)O)O)O)O)C)C(=O)O
InChI InChI=1S/C36H56O9/c1-18(2)19-10-15-36(31(42)43)17-16-34(6)20(24(19)36)8-9-22-33(5)13-12-23(32(3,4)21(33)11-14-35(22,34)7)44-30-27(39)25(37)26(38)28(45-30)29(40)41/h19-28,30,37-39H,1,8-17H2,2-7H3,(H,40,41)(H,42,43)/t19-,20+,21-,22+,23-,24+,25?,26?,27?,28?,30?,33-,34+,35+,36-/m0/s1
InChI Key SQYXYJWZICEBBS-ULMIPHOXSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C36H56O9
Molecular Weight 632.80 g/mol
Exact Mass 632.39243336 g/mol
Topological Polar Surface Area (TPSA) 154.00 Ų
XlogP 6.90
Atomic LogP (AlogP) 5.01
H-Bond Acceptor 7
H-Bond Donor 5
Rotatable Bonds 5

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of 6-[[(1R,3aS,5aR,5bR,7aR,9S,11aR,11bR,13aR,13bR)-3a-carboxy-5a,5b,8,8,11a-pentamethyl-1-prop-1-en-2-yl-1,2,3,4,5,6,7,7a,9,10,11,11b,12,13,13a,13b-hexadecahydrocyclopenta[a]chrysen-9-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 + 0.8700 87.00%
Caco-2 - 0.8594 85.94%
Blood Brain Barrier - 0.6000 60.00%
Human oral bioavailability - 0.7000 70.00%
Subcellular localzation Mitochondria 0.7762 77.62%
OATP2B1 inhibitior - 0.5761 57.61%
OATP1B1 inhibitior + 0.8742 87.42%
OATP1B3 inhibitior - 0.3003 30.03%
MATE1 inhibitior - 1.0000 100.00%
OCT2 inhibitior - 0.5353 53.53%
BSEP inhibitior - 0.8699 86.99%
P-glycoprotein inhibitior + 0.6717 67.17%
P-glycoprotein substrate - 0.7589 75.89%
CYP3A4 substrate + 0.7124 71.24%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8798 87.98%
CYP3A4 inhibition - 0.7472 74.72%
CYP2C9 inhibition - 0.7918 79.18%
CYP2C19 inhibition - 0.8085 80.85%
CYP2D6 inhibition - 0.9379 93.79%
CYP1A2 inhibition - 0.7241 72.41%
CYP2C8 inhibition + 0.7278 72.78%
CYP inhibitory promiscuity - 0.9340 93.40%
UGT catelyzed + 0.6000 60.00%
Carcinogenicity (binary) - 0.9900 99.00%
Carcinogenicity (trinary) Non-required 0.6913 69.13%
Eye corrosion - 0.9901 99.01%
Eye irritation - 0.9160 91.60%
Skin irritation + 0.5148 51.48%
Skin corrosion - 0.9171 91.71%
Ames mutagenesis - 0.6900 69.00%
Human Ether-a-go-go-Related Gene inhibition - 0.3770 37.70%
Micronuclear - 0.7600 76.00%
Hepatotoxicity - 0.8197 81.97%
skin sensitisation - 0.8018 80.18%
Respiratory toxicity + 0.6000 60.00%
Reproductive toxicity + 0.8667 86.67%
Mitochondrial toxicity + 0.7750 77.50%
Nephrotoxicity - 0.7380 73.80%
Acute Oral Toxicity (c) III 0.3483 34.83%
Estrogen receptor binding + 0.6492 64.92%
Androgen receptor binding + 0.7495 74.95%
Thyroid receptor binding - 0.5946 59.46%
Glucocorticoid receptor binding + 0.6418 64.18%
Aromatase binding + 0.6906 69.06%
PPAR gamma + 0.6604 66.04%
Honey bee toxicity - 0.6407 64.07%
Biodegradation - 0.8000 80.00%
Crustacea aquatic toxicity - 0.5900 59.00%
Fish aquatic toxicity + 0.9952 99.52%

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
CHEMBL1966 Q02127 Dihydroorotate dehydrogenase 88.44% 96.09%
CHEMBL4685 P14902 Indoleamine 2,3-dioxygenase 88.04% 96.38%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 87.50% 96.09%
CHEMBL1293249 Q13887 Kruppel-like factor 5 87.06% 86.33%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 85.94% 94.45%
CHEMBL340 P08684 Cytochrome P450 3A4 85.93% 91.19%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 85.90% 95.56%
CHEMBL241 Q14432 Phosphodiesterase 3A 85.07% 92.94%
CHEMBL2581 P07339 Cathepsin D 84.92% 98.95%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 84.83% 91.11%
CHEMBL1293316 Q9HBX9 Relaxin receptor 1 84.83% 82.50%
CHEMBL5608 Q16288 NT-3 growth factor receptor 84.79% 95.89%
CHEMBL5255 O00206 Toll-like receptor 4 82.87% 92.50%
CHEMBL4227 P25090 Lipoxin A4 receptor 82.75% 100.00%
CHEMBL1806 P11388 DNA topoisomerase II alpha 82.50% 89.00%
CHEMBL1994 P08235 Mineralocorticoid receptor 81.74% 100.00%
CHEMBL3060 Q9Y345 Glycine transporter 2 81.60% 99.17%
CHEMBL2274 Q9H228 Sphingosine 1-phosphate receptor Edg-8 81.34% 100.00%
CHEMBL5028 O14672 ADAM10 81.24% 97.50%
CHEMBL203 P00533 Epidermal growth factor receptor erbB1 80.96% 97.34%
CHEMBL1974 P36888 Tyrosine-protein kinase receptor FLT3 80.76% 91.83%
CHEMBL3713062 P10646 Tissue factor pathway inhibitor 80.27% 97.33%
CHEMBL233 P35372 Mu opioid receptor 80.24% 97.93%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 80.02% 92.62%

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 163034555
LOTUS LTS0098248
wikiData Q105258785