PlantaeDB Logo
Login Sign-up

(3Z,3aR,5aR,6R,7R,9aS,9bS)-7-acetyloxy-3-[(3E,5E,7R,8E)-10-hydroxy-7-methoxy-6,10-dimethylundeca-3,5,8-trien-2-ylidene]-3a,6,9a-trimethyl-2-oxo-1,4,5,5a,7,8,9,9b-octahydrocyclopenta[a]naphthalene-6-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 1e693725-867f-4d94-b00b-d71805f46cd2
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Triterpenoids
IUPAC Name (3Z,3aR,5aR,6R,7R,9aS,9bS)-7-acetyloxy-3-[(3E,5E,7R,8E)-10-hydroxy-7-methoxy-6,10-dimethylundeca-3,5,8-trien-2-ylidene]-3a,6,9a-trimethyl-2-oxo-1,4,5,5a,7,8,9,9b-octahydrocyclopenta[a]naphthalene-6-carboxylic acid
SMILES (Canonical) CC(=C1C(=O)CC2C1(CCC3C2(CCC(C3(C)C(=O)O)OC(=O)C)C)C)C=CC=C(C)C(C=CC(C)(C)O)OC
SMILES (Isomeric) C/C(=C\1/C(=O)C[C@@H]2[C@]1(CC[C@@H]3[C@]2(CC[C@H]([C@]3(C)C(=O)O)OC(=O)C)C)C)/C=C/C=C(\C)/[C@@H](/C=C/C(C)(C)O)OC
InChI InChI=1S/C33H48O7/c1-20(24(39-9)13-16-30(4,5)38)11-10-12-21(2)28-23(35)19-26-31(6)18-15-27(40-22(3)34)33(8,29(36)37)25(31)14-17-32(26,28)7/h10-13,16,24-27,38H,14-15,17-19H2,1-9H3,(H,36,37)/b12-10+,16-13+,20-11+,28-21+/t24-,25-,26+,27-,31-,32-,33-/m1/s1
InChI Key MBQOCAYHVGZDCH-JXHYKZQKSA-N
Popularity 1 reference in papers

Physical and Chemical Properties

Top
Molecular Formula C33H48O7
Molecular Weight 556.70 g/mol
Exact Mass 556.34000387 g/mol
Topological Polar Surface Area (TPSA) 110.00 Ų
XlogP 5.80
Atomic LogP (AlogP) 5.98
H-Bond Acceptor 6
H-Bond Donor 2
Rotatable Bonds 8

Synonyms

Top
There are no found synonyms.

2D Structure

Top
2D Structure of (3Z,3aR,5aR,6R,7R,9aS,9bS)-7-acetyloxy-3-[(3E,5E,7R,8E)-10-hydroxy-7-methoxy-6,10-dimethylundeca-3,5,8-trien-2-ylidene]-3a,6,9a-trimethyl-2-oxo-1,4,5,5a,7,8,9,9b-octahydrocyclopenta[a]naphthalene-6-carboxylic acid

3D Structure

Top

ADMET Properties (via admetSAR 2)

Top
Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9855 98.55%
Caco-2 - 0.7703 77.03%
Blood Brain Barrier + 0.5500 55.00%
Human oral bioavailability - 0.5714 57.14%
Subcellular localzation Mitochondria 0.8424 84.24%
OATP2B1 inhibitior - 0.8567 85.67%
OATP1B1 inhibitior + 0.8303 83.03%
OATP1B3 inhibitior - 0.2690 26.90%
MATE1 inhibitior - 0.9400 94.00%
OCT2 inhibitior - 0.6750 67.50%
BSEP inhibitior + 0.9882 98.82%
P-glycoprotein inhibitior + 0.7817 78.17%
P-glycoprotein substrate - 0.5320 53.20%
CYP3A4 substrate + 0.7183 71.83%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.9178 91.78%
CYP3A4 inhibition - 0.8317 83.17%
CYP2C9 inhibition - 0.8125 81.25%
CYP2C19 inhibition - 0.8994 89.94%
CYP2D6 inhibition - 0.9583 95.83%
CYP1A2 inhibition - 0.5439 54.39%
CYP2C8 inhibition + 0.5740 57.40%
CYP inhibitory promiscuity - 0.8933 89.33%
UGT catelyzed + 0.6000 60.00%
Carcinogenicity (binary) - 0.9520 95.20%
Carcinogenicity (trinary) Non-required 0.6115 61.15%
Eye corrosion - 0.9941 99.41%
Eye irritation - 0.9265 92.65%
Skin irritation + 0.5685 56.85%
Skin corrosion - 0.9579 95.79%
Ames mutagenesis - 0.5900 59.00%
Human Ether-a-go-go-Related Gene inhibition + 0.7892 78.92%
Micronuclear - 0.7000 70.00%
Hepatotoxicity - 0.6287 62.87%
skin sensitisation - 0.7176 71.76%
Respiratory toxicity + 0.5556 55.56%
Reproductive toxicity + 0.9333 93.33%
Mitochondrial toxicity + 0.8000 80.00%
Nephrotoxicity + 0.4678 46.78%
Acute Oral Toxicity (c) I 0.5646 56.46%
Estrogen receptor binding + 0.7905 79.05%
Androgen receptor binding + 0.6171 61.71%
Thyroid receptor binding + 0.6291 62.91%
Glucocorticoid receptor binding + 0.8025 80.25%
Aromatase binding + 0.7367 73.67%
PPAR gamma + 0.6596 65.96%
Honey bee toxicity - 0.7110 71.10%
Biodegradation - 0.9250 92.50%
Crustacea aquatic toxicity - 0.5900 59.00%
Fish aquatic toxicity + 0.9960 99.60%

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 93.49% 96.09%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 93.02% 85.14%
CHEMBL4026 P40763 Signal transducer and activator of transcription 3 92.53% 82.69%
CHEMBL340 P08684 Cytochrome P450 3A4 91.37% 91.19%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 90.46% 91.11%
CHEMBL253 P34972 Cannabinoid CB2 receptor 90.32% 97.25%
CHEMBL2581 P07339 Cathepsin D 90.06% 98.95%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 89.13% 95.56%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 88.77% 94.45%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 88.52% 97.14%
CHEMBL1293249 Q13887 Kruppel-like factor 5 88.00% 86.33%
CHEMBL5608 Q16288 NT-3 growth factor receptor 87.43% 95.89%
CHEMBL5028 O14672 ADAM10 86.02% 97.50%
CHEMBL1806 P11388 DNA topoisomerase II alpha 85.06% 89.00%
CHEMBL3807 P17706 T-cell protein-tyrosine phosphatase 84.69% 93.00%
CHEMBL1902 P62942 FK506-binding protein 1A 84.14% 97.05%
CHEMBL2274 Q9H228 Sphingosine 1-phosphate receptor Edg-8 83.65% 100.00%
CHEMBL5469 Q14289 Protein tyrosine kinase 2 beta 81.88% 91.03%
CHEMBL2007 P16234 Platelet-derived growth factor receptor alpha 81.80% 91.07%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 81.64% 99.23%
CHEMBL3351 Q13085 Acetyl-CoA carboxylase 1 81.60% 93.04%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 80.25% 95.89%

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 163188253
LOTUS LTS0155021
wikiData Q105160915