PlantaeDB Logo
Login Sign-up

methyl 3-[(3R,3aR,6S,7R,9bR)-7-(2-hydroxypropan-2-yl)-3a,6,9b-trimethyl-3-[(1S)-1-[(2R)-5-methyl-6-oxo-2,3-dihydropyran-2-yl]ethyl]-1,2,3,4,5,7,8,9-octahydrocyclopenta[a]naphthalen-6-yl]propanoate

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 cecc56b8-9929-48a1-b0a7-e0f540f9a6f2
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Triterpenoids
IUPAC Name methyl 3-[(3R,3aR,6S,7R,9bR)-7-(2-hydroxypropan-2-yl)-3a,6,9b-trimethyl-3-[(1S)-1-[(2R)-5-methyl-6-oxo-2,3-dihydropyran-2-yl]ethyl]-1,2,3,4,5,7,8,9-octahydrocyclopenta[a]naphthalen-6-yl]propanoate
SMILES (Canonical) CC1=CCC(OC1=O)C(C)C2CCC3(C2(CCC4=C3CCC(C4(C)CCC(=O)OC)C(C)(C)O)C)C
SMILES (Isomeric) CC1=CC[C@@H](OC1=O)[C@@H](C)[C@H]2CC[C@@]3([C@@]2(CCC4=C3CC[C@H]([C@]4(C)CCC(=O)OC)C(C)(C)O)C)C
InChI InChI=1S/C31H48O5/c1-19-9-11-24(36-27(19)33)20(2)21-13-17-31(7)23-10-12-25(28(3,4)34)29(5,16-15-26(32)35-8)22(23)14-18-30(21,31)6/h9,20-21,24-25,34H,10-18H2,1-8H3/t20-,21+,24+,25-,29+,30+,31-/m0/s1
InChI Key QPVAHPXLSIGESY-IBJNUPCBSA-N
Popularity 0 references in papers

Physical and Chemical Properties

Top
Molecular Formula C31H48O5
Molecular Weight 500.70 g/mol
Exact Mass 500.35017463 g/mol
Topological Polar Surface Area (TPSA) 72.80 Ų
XlogP 6.20
Atomic LogP (AlogP) 6.54
H-Bond Acceptor 5
H-Bond Donor 1
Rotatable Bonds 6

Synonyms

Top
There are no found synonyms.

2D Structure

Top
2D Structure of methyl 3-[(3R,3aR,6S,7R,9bR)-7-(2-hydroxypropan-2-yl)-3a,6,9b-trimethyl-3-[(1S)-1-[(2R)-5-methyl-6-oxo-2,3-dihydropyran-2-yl]ethyl]-1,2,3,4,5,7,8,9-octahydrocyclopenta[a]naphthalen-6-yl]propanoate

3D Structure

Top

ADMET Properties (via admetSAR 2)

Top
Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9818 98.18%
Caco-2 - 0.6155 61.55%
Blood Brain Barrier + 0.6250 62.50%
Human oral bioavailability - 0.5000 50.00%
Subcellular localzation Mitochondria 0.8597 85.97%
OATP2B1 inhibitior - 0.8618 86.18%
OATP1B1 inhibitior + 0.8237 82.37%
OATP1B3 inhibitior - 0.3380 33.80%
MATE1 inhibitior - 0.8800 88.00%
OCT2 inhibitior - 0.6032 60.32%
BSEP inhibitior + 0.8978 89.78%
P-glycoprotein inhibitior + 0.7521 75.21%
P-glycoprotein substrate + 0.5712 57.12%
CYP3A4 substrate + 0.6989 69.89%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.9170 91.70%
CYP3A4 inhibition - 0.6538 65.38%
CYP2C9 inhibition - 0.7851 78.51%
CYP2C19 inhibition - 0.8910 89.10%
CYP2D6 inhibition - 0.9418 94.18%
CYP1A2 inhibition - 0.7452 74.52%
CYP2C8 inhibition + 0.6461 64.61%
CYP inhibitory promiscuity - 0.8309 83.09%
UGT catelyzed - 0.7000 70.00%
Carcinogenicity (binary) - 0.9700 97.00%
Carcinogenicity (trinary) Non-required 0.7284 72.84%
Eye corrosion - 0.9931 99.31%
Eye irritation - 0.9310 93.10%
Skin irritation - 0.5268 52.68%
Skin corrosion - 0.9414 94.14%
Ames mutagenesis - 0.6900 69.00%
Human Ether-a-go-go-Related Gene inhibition - 0.4006 40.06%
Micronuclear - 0.7000 70.00%
Hepatotoxicity - 0.5148 51.48%
skin sensitisation - 0.8010 80.10%
Respiratory toxicity + 0.6222 62.22%
Reproductive toxicity + 0.9778 97.78%
Mitochondrial toxicity + 0.8000 80.00%
Nephrotoxicity - 0.6805 68.05%
Acute Oral Toxicity (c) III 0.5652 56.52%
Estrogen receptor binding + 0.6972 69.72%
Androgen receptor binding + 0.7235 72.35%
Thyroid receptor binding + 0.6220 62.20%
Glucocorticoid receptor binding + 0.8060 80.60%
Aromatase binding + 0.7647 76.47%
PPAR gamma + 0.6650 66.50%
Honey bee toxicity - 0.7817 78.17%
Biodegradation - 0.8500 85.00%
Crustacea aquatic toxicity - 0.6000 60.00%
Fish aquatic toxicity + 0.9901 99.01%

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
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 98.34% 91.11%
CHEMBL253 P34972 Cannabinoid CB2 receptor 97.83% 97.25%
CHEMBL2581 P07339 Cathepsin D 95.32% 98.95%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 93.41% 96.09%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 92.98% 85.14%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 91.82% 97.14%
CHEMBL4303 P08238 Heat shock protein HSP 90-beta 91.10% 96.77%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 90.48% 95.56%
CHEMBL2007 P16234 Platelet-derived growth factor receptor alpha 88.84% 91.07%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 88.80% 99.23%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 87.44% 94.45%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 85.46% 94.00%
CHEMBL1293249 Q13887 Kruppel-like factor 5 85.41% 86.33%
CHEMBL5028 O14672 ADAM10 84.94% 97.50%
CHEMBL1806 P11388 DNA topoisomerase II alpha 84.91% 89.00%
CHEMBL4227 P25090 Lipoxin A4 receptor 84.56% 100.00%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 84.38% 92.62%
CHEMBL3137262 O60341 LSD1/CoREST complex 84.01% 97.09%
CHEMBL3401 O75469 Pregnane X receptor 83.98% 94.73%
CHEMBL3359 P21462 Formyl peptide receptor 1 83.85% 93.56%
CHEMBL1907600 Q00535 Cyclin-dependent kinase 5/CDK5 activator 1 83.73% 93.03%
CHEMBL5608 Q16288 NT-3 growth factor receptor 83.07% 95.89%
CHEMBL4051 P13569 Cystic fibrosis transmembrane conductance regulator 82.24% 95.71%

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.
Kadsura coccinea

Cross-Links

Top
PubChem 49850728
LOTUS LTS0096350
wikiData Q105225619