PlantaeDB Logo
Login Sign-up

methyl (1'R,2R,4'S,5'R,9'S,10'S,13'R,15'S)-5',9'-dimethyl-15'-[(E)-2-methylbut-2-enoyl]oxyspiro[oxirane-2,14'-tetracyclo[11.2.1.01,10.04,9]hexadecane]-5'-carboxylate

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 31d32316-81ee-4e16-9027-74df7227566b
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Diterpenoids > Kaurane diterpenoids
IUPAC Name methyl (1'R,2R,4'S,5'R,9'S,10'S,13'R,15'S)-5',9'-dimethyl-15'-[(E)-2-methylbut-2-enoyl]oxyspiro[oxirane-2,14'-tetracyclo[11.2.1.01,10.04,9]hexadecane]-5'-carboxylate
SMILES (Canonical) CC=C(C)C(=O)OC1C23CCC4C(C2CCC(C3)C15CO5)(CCCC4(C)C(=O)OC)C
SMILES (Isomeric) C/C=C(\C)/C(=O)O[C@H]1[C@@]23CC[C@H]4[C@]([C@@H]2CC[C@H](C3)[C@@]15CO5)(CCC[C@@]4(C)C(=O)OC)C
InChI InChI=1S/C26H38O5/c1-6-16(2)20(27)31-21-25-13-10-18-23(3,11-7-12-24(18,4)22(28)29-5)19(25)9-8-17(14-25)26(21)15-30-26/h6,17-19,21H,7-15H2,1-5H3/b16-6+/t17-,18+,19+,21+,23-,24-,25-,26+/m1/s1
InChI Key CGNRSXHCMQZVBZ-ZROIOQDISA-N
Popularity 1 reference in papers

Physical and Chemical Properties

Top
Molecular Formula C26H38O5
Molecular Weight 430.60 g/mol
Exact Mass 430.27192431 g/mol
Topological Polar Surface Area (TPSA) 65.10 Ų
XlogP 5.30
Atomic LogP (AlogP) 4.83
H-Bond Acceptor 5
H-Bond Donor 0
Rotatable Bonds 3

Synonyms

Top
There are no found synonyms.

2D Structure

Top
2D Structure of methyl (1'R,2R,4'S,5'R,9'S,10'S,13'R,15'S)-5',9'-dimethyl-15'-[(E)-2-methylbut-2-enoyl]oxyspiro[oxirane-2,14'-tetracyclo[11.2.1.01,10.04,9]hexadecane]-5'-carboxylate

3D Structure

Top

ADMET Properties (via admetSAR 2)

Top
Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9881 98.81%
Caco-2 + 0.5550 55.50%
Blood Brain Barrier + 0.7750 77.50%
Human oral bioavailability - 0.5143 51.43%
Subcellular localzation Mitochondria 0.6646 66.46%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.8780 87.80%
OATP1B3 inhibitior + 0.9765 97.65%
MATE1 inhibitior - 0.7000 70.00%
OCT2 inhibitior - 0.6500 65.00%
BSEP inhibitior + 0.9354 93.54%
P-glycoprotein inhibitior + 0.6653 66.53%
P-glycoprotein substrate - 0.5912 59.12%
CYP3A4 substrate + 0.6767 67.67%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8728 87.28%
CYP3A4 inhibition - 0.9047 90.47%
CYP2C9 inhibition - 0.7217 72.17%
CYP2C19 inhibition - 0.8001 80.01%
CYP2D6 inhibition - 0.9234 92.34%
CYP1A2 inhibition - 0.6397 63.97%
CYP2C8 inhibition - 0.6679 66.79%
CYP inhibitory promiscuity - 0.8481 84.81%
UGT catelyzed - 0.0000 0.00%
Carcinogenicity (binary) - 0.9700 97.00%
Carcinogenicity (trinary) Non-required 0.6401 64.01%
Eye corrosion - 0.9826 98.26%
Eye irritation - 0.8978 89.78%
Skin irritation - 0.6693 66.93%
Skin corrosion - 0.9509 95.09%
Ames mutagenesis - 0.7100 71.00%
Human Ether-a-go-go-Related Gene inhibition + 0.6521 65.21%
Micronuclear - 0.5300 53.00%
Hepatotoxicity - 0.7177 71.77%
skin sensitisation - 0.7875 78.75%
Respiratory toxicity + 0.5667 56.67%
Reproductive toxicity + 0.7444 74.44%
Mitochondrial toxicity + 0.6125 61.25%
Nephrotoxicity - 0.5888 58.88%
Acute Oral Toxicity (c) III 0.3687 36.87%
Estrogen receptor binding + 0.8695 86.95%
Androgen receptor binding + 0.6169 61.69%
Thyroid receptor binding + 0.6509 65.09%
Glucocorticoid receptor binding + 0.7765 77.65%
Aromatase binding + 0.7479 74.79%
PPAR gamma + 0.6089 60.89%
Honey bee toxicity - 0.6931 69.31%
Biodegradation - 0.7250 72.50%
Crustacea aquatic toxicity - 0.5200 52.00%
Fish aquatic toxicity + 0.9907 99.07%

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 94.87% 91.11%
CHEMBL4685 P14902 Indoleamine 2,3-dioxygenase 94.87% 96.38%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 94.38% 94.45%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 93.04% 96.09%
CHEMBL2007 P16234 Platelet-derived growth factor receptor alpha 92.05% 91.07%
CHEMBL340 P08684 Cytochrome P450 3A4 89.99% 91.19%
CHEMBL253 P34972 Cannabinoid CB2 receptor 89.16% 97.25%
CHEMBL1293277 O15118 Niemann-Pick C1 protein 88.97% 81.11%
CHEMBL1907601 P11802 Cyclin-dependent kinase 4/cyclin D1 88.26% 98.99%
CHEMBL5608 Q16288 NT-3 growth factor receptor 87.87% 95.89%
CHEMBL3267 P48736 PI3-kinase p110-gamma subunit 87.31% 95.71%
CHEMBL2096618 P11274 Bcr/Abl fusion protein 87.13% 85.83%
CHEMBL2111367 P27986 PI3-kinase p110-alpha/p85-alpha 85.93% 94.33%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 85.60% 92.62%
CHEMBL4303 P08238 Heat shock protein HSP 90-beta 85.08% 96.77%
CHEMBL2413 P32246 C-C chemokine receptor type 1 83.43% 89.50%
CHEMBL1907602 P06493 Cyclin-dependent kinase 1/cyclin B1 82.56% 91.24%
CHEMBL4227 P25090 Lipoxin A4 receptor 82.37% 100.00%
CHEMBL4026 P40763 Signal transducer and activator of transcription 3 82.16% 82.69%
CHEMBL259 P32245 Melanocortin receptor 4 82.02% 95.38%
CHEMBL233 P35372 Mu opioid receptor 81.88% 97.93%
CHEMBL4187 Q99250 Sodium channel protein type II alpha subunit 81.88% 95.50%
CHEMBL5469 Q14289 Protein tyrosine kinase 2 beta 81.40% 91.03%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 81.06% 95.56%

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.
Aspilia foliosa

Cross-Links

Top
PubChem 162852619
LOTUS LTS0189631
wikiData Q104957951