PlantaeDB Logo
Login Sign-up

5a,5b,8,8,11a-Pentamethyl-1-prop-1-en-2-yl-9-[3,4,5-trihydroxy-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-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

Top
Internal ID a9a8e734-7c7c-4591-98f1-34fcaa4ad12a
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Terpene glycosides > Triterpene glycosides > Triterpene saponins
IUPAC Name 5a,5b,8,8,11a-pentamethyl-1-prop-1-en-2-yl-9-[3,4,5-trihydroxy-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-carboxylic acid
SMILES (Canonical) CC(=C)C1CCC2(C1C3CCC4C5(CCC(C(C5CCC4(C3(CC2)C)C)(C)C)OC6C(C(C(C(O6)CO)O)O)O)C)C(=O)O
SMILES (Isomeric) CC(=C)C1CCC2(C1C3CCC4C5(CCC(C(C5CCC4(C3(CC2)C)C)(C)C)OC6C(C(C(C(O6)CO)O)O)O)C)C(=O)O
InChI InChI=1S/C36H58O8/c1-19(2)20-10-15-36(31(41)42)17-16-34(6)21(26(20)36)8-9-24-33(5)13-12-25(32(3,4)23(33)11-14-35(24,34)7)44-30-29(40)28(39)27(38)22(18-37)43-30/h20-30,37-40H,1,8-18H2,2-7H3,(H,41,42)
InChI Key KYLRIJXQHYZEKW-UHFFFAOYSA-N
Popularity 0 references in papers

Physical and Chemical Properties

Top
Molecular Formula C36H58O8
Molecular Weight 618.80 g/mol
Exact Mass 618.41316880 g/mol
Topological Polar Surface Area (TPSA) 137.00 Ų
XlogP 6.60
Atomic LogP (AlogP) 4.91
H-Bond Acceptor 7
H-Bond Donor 5
Rotatable Bonds 5

Synonyms

Top
There are no found synonyms.

2D Structure

Top
2D Structure of 5a,5b,8,8,11a-Pentamethyl-1-prop-1-en-2-yl-9-[3,4,5-trihydroxy-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-carboxylic acid

3D Structure

Top

ADMET Properties (via admetSAR 2)

Top
Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.8237 82.37%
Caco-2 - 0.8391 83.91%
Blood Brain Barrier - 0.6000 60.00%
Human oral bioavailability - 0.8000 80.00%
Subcellular localzation Mitochondria 0.8126 81.26%
OATP2B1 inhibitior - 0.5741 57.41%
OATP1B1 inhibitior + 0.8490 84.90%
OATP1B3 inhibitior - 0.2493 24.93%
MATE1 inhibitior - 1.0000 100.00%
OCT2 inhibitior - 0.7276 72.76%
BSEP inhibitior - 0.8191 81.91%
P-glycoprotein inhibitior + 0.6430 64.30%
P-glycoprotein substrate - 0.7834 78.34%
CYP3A4 substrate + 0.7107 71.07%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8798 87.98%
CYP3A4 inhibition - 0.8801 88.01%
CYP2C9 inhibition - 0.7407 74.07%
CYP2C19 inhibition - 0.8337 83.37%
CYP2D6 inhibition - 0.9352 93.52%
CYP1A2 inhibition - 0.7544 75.44%
CYP2C8 inhibition + 0.6344 63.44%
CYP inhibitory promiscuity - 0.8625 86.25%
UGT catelyzed - 0.6000 60.00%
Carcinogenicity (binary) - 0.9900 99.00%
Carcinogenicity (trinary) Non-required 0.7333 73.33%
Eye corrosion - 0.9901 99.01%
Eye irritation - 0.9192 91.92%
Skin irritation - 0.5347 53.47%
Skin corrosion - 0.9447 94.47%
Ames mutagenesis - 0.6870 68.70%
Human Ether-a-go-go-Related Gene inhibition + 0.6877 68.77%
Micronuclear - 0.8800 88.00%
Hepatotoxicity - 0.8479 84.79%
skin sensitisation - 0.8922 89.22%
Respiratory toxicity + 0.6000 60.00%
Reproductive toxicity + 0.8000 80.00%
Mitochondrial toxicity - 0.5250 52.50%
Nephrotoxicity - 0.7249 72.49%
Acute Oral Toxicity (c) III 0.6148 61.48%
Estrogen receptor binding + 0.6283 62.83%
Androgen receptor binding + 0.7544 75.44%
Thyroid receptor binding - 0.5780 57.80%
Glucocorticoid receptor binding + 0.5792 57.92%
Aromatase binding + 0.6631 66.31%
PPAR gamma + 0.6385 63.85%
Honey bee toxicity - 0.6546 65.46%
Biodegradation - 0.7750 77.50%
Crustacea aquatic toxicity - 0.6500 65.00%
Fish aquatic toxicity + 0.9866 98.66%

Targets

Top

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
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 95.21% 96.09%
CHEMBL2581 P07339 Cathepsin D 89.61% 98.95%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 89.56% 91.11%
CHEMBL3137262 O60341 LSD1/CoREST complex 88.11% 97.09%
CHEMBL1966 Q02127 Dihydroorotate dehydrogenase 87.07% 96.09%
CHEMBL1293316 Q9HBX9 Relaxin receptor 1 86.12% 82.50%
CHEMBL5255 O00206 Toll-like receptor 4 86.11% 92.50%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 86.00% 94.45%
CHEMBL1293249 Q13887 Kruppel-like factor 5 85.94% 86.33%
CHEMBL1907602 P06493 Cyclin-dependent kinase 1/cyclin B1 85.59% 91.24%
CHEMBL233 P35372 Mu opioid receptor 85.49% 97.93%
CHEMBL3060 Q9Y345 Glycine transporter 2 85.19% 99.17%
CHEMBL218 P21554 Cannabinoid CB1 receptor 84.24% 96.61%
CHEMBL3880 P07900 Heat shock protein HSP 90-alpha 83.85% 96.21%
CHEMBL241 Q14432 Phosphodiesterase 3A 83.34% 92.94%
CHEMBL5608 Q16288 NT-3 growth factor receptor 83.21% 95.89%
CHEMBL4227 P25090 Lipoxin A4 receptor 82.86% 100.00%
CHEMBL340 P08684 Cytochrome P450 3A4 82.12% 91.19%
CHEMBL4685 P14902 Indoleamine 2,3-dioxygenase 82.02% 96.38%
CHEMBL220 P22303 Acetylcholinesterase 81.75% 94.45%
CHEMBL4187 Q99250 Sodium channel protein type II alpha subunit 81.40% 95.50%
CHEMBL1994 P08235 Mineralocorticoid receptor 81.29% 100.00%
CHEMBL253 P34972 Cannabinoid CB2 receptor 81.19% 97.25%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 81.13% 95.89%
CHEMBL237 P41145 Kappa opioid receptor 80.99% 98.10%
CHEMBL5028 O14672 ADAM10 80.84% 97.50%
CHEMBL2111367 P27986 PI3-kinase p110-alpha/p85-alpha 80.59% 94.33%
CHEMBL2274 Q9H228 Sphingosine 1-phosphate receptor Edg-8 80.31% 100.00%

Plants that contains it

Top
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

Top
PubChem 14466879
LOTUS LTS0151780
wikiData Q105147777