PlantaeDB Logo
Login Sign-up

methyl (1S,2R,4S,8R,9R,10Z,12R)-8-[(1aR,1bS,2R,6aS)-6-[(2R)-2-[(1aR,1bS,2R,6aS)-2-hydroxy-1b,6-dimethyl-3-oxo-1,1a,2,6a-tetrahydrocyclopropa[a]inden-4-yl]-3-methoxy-2-methyl-3-oxopropyl]-2-hydroxy-1b-methyl-3-oxo-1,1a,2,6a-tetrahydrocyclopropa[a]inden-4-yl]-12-hydroxy-10-(1-methoxy-1-oxopropan-2-ylidene)-1-methyl-11-oxotetracyclo[7.3.1.02,4.05,13]tridec-5(13)-ene-8-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 a1951cfd-1d60-4069-bd78-61c8bca6add3
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Triterpenoids
IUPAC Name methyl (1S,2R,4S,8R,9R,10Z,12R)-8-[(1aR,1bS,2R,6aS)-6-[(2R)-2-[(1aR,1bS,2R,6aS)-2-hydroxy-1b,6-dimethyl-3-oxo-1,1a,2,6a-tetrahydrocyclopropa[a]inden-4-yl]-3-methoxy-2-methyl-3-oxopropyl]-2-hydroxy-1b-methyl-3-oxo-1,1a,2,6a-tetrahydrocyclopropa[a]inden-4-yl]-12-hydroxy-10-(1-methoxy-1-oxopropan-2-ylidene)-1-methyl-11-oxotetracyclo[7.3.1.02,4.05,13]tridec-5(13)-ene-8-carboxylate
SMILES (Canonical)
SMILES (Isomeric)
InChI InChI=1S/C48H54O12/c1-18-21-12-26(21)45(4)25(18)15-30(35(49)38(45)52)44(3,42(56)59-8)17-24-23-14-27(23)46(5)29(24)16-31(36(50)39(46)53)48(43(57)60-9)11-10-20-22-13-28(22)47(6)33(20)34(48)32(37(51)40(47)54)19(2)41(55)58-7/h15-16,21-23,26-28,34,38-40,52-54H,10-14,17H2,1-9H3/b32-19-/t21-,22-,23-,26-,27-,28-,34+,38+,39+,40+,44-,45-,46+,47+,48+/m1/s1
InChI Key ZNHJLUXKZZSMDH-KFKJXUMJSA-N
Popularity 2 references in papers

Physical and Chemical Properties

Top
Molecular Formula C48H54O12
Molecular Weight 822.90 g/mol
Exact Mass 822.36152715 g/mol
Topological Polar Surface Area (TPSA) 191.00 Ų
XlogP 2.30
Atomic LogP (AlogP) 4.18
H-Bond Acceptor 12
H-Bond Donor 3
Rotatable Bonds 7

Synonyms

Top
There are no found synonyms.

2D Structure

Top
2D Structure of methyl (1S,2R,4S,8R,9R,10Z,12R)-8-[(1aR,1bS,2R,6aS)-6-[(2R)-2-[(1aR,1bS,2R,6aS)-2-hydroxy-1b,6-dimethyl-3-oxo-1,1a,2,6a-tetrahydrocyclopropa[a]inden-4-yl]-3-methoxy-2-methyl-3-oxopropyl]-2-hydroxy-1b-methyl-3-oxo-1,1a,2,6a-tetrahydrocyclopropa[a]inden-4-yl]-12-hydroxy-10-(1-methoxy-1-oxopropan-2-ylidene)-1-methyl-11-oxotetracyclo[7.3.1.02,4.05,13]tridec-5(13)-ene-8-carboxylate

3D Structure

Top

ADMET Properties (via admetSAR 2)

Top
Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9858 98.58%
Caco-2 - 0.8416 84.16%
Blood Brain Barrier + 0.7500 75.00%
Human oral bioavailability - 0.5714 57.14%
Subcellular localzation Mitochondria 0.8289 82.89%
OATP2B1 inhibitior - 0.8599 85.99%
OATP1B1 inhibitior + 0.8211 82.11%
OATP1B3 inhibitior + 0.8245 82.45%
MATE1 inhibitior - 0.8600 86.00%
OCT2 inhibitior - 0.8750 87.50%
BSEP inhibitior + 0.9246 92.46%
P-glycoprotein inhibitior + 0.7890 78.90%
P-glycoprotein substrate + 0.7640 76.40%
CYP3A4 substrate + 0.7379 73.79%
CYP2C9 substrate - 0.7829 78.29%
CYP2D6 substrate - 0.9026 90.26%
CYP3A4 inhibition - 0.7619 76.19%
CYP2C9 inhibition - 0.7348 73.48%
CYP2C19 inhibition - 0.8579 85.79%
CYP2D6 inhibition - 0.9119 91.19%
CYP1A2 inhibition - 0.6484 64.84%
CYP2C8 inhibition + 0.7168 71.68%
CYP inhibitory promiscuity - 0.6792 67.92%
UGT catelyzed + 0.7000 70.00%
Carcinogenicity (binary) - 0.9720 97.20%
Carcinogenicity (trinary) Non-required 0.6062 60.62%
Eye corrosion - 0.9926 99.26%
Eye irritation - 0.9086 90.86%
Skin irritation + 0.5058 50.58%
Skin corrosion - 0.9602 96.02%
Ames mutagenesis - 0.5100 51.00%
Human Ether-a-go-go-Related Gene inhibition - 0.4607 46.07%
Micronuclear - 0.6200 62.00%
Hepatotoxicity + 0.5929 59.29%
skin sensitisation - 0.8242 82.42%
Respiratory toxicity + 0.8000 80.00%
Reproductive toxicity + 0.8000 80.00%
Mitochondrial toxicity + 0.9000 90.00%
Nephrotoxicity - 0.7978 79.78%
Acute Oral Toxicity (c) III 0.5117 51.17%
Estrogen receptor binding + 0.8258 82.58%
Androgen receptor binding + 0.7671 76.71%
Thyroid receptor binding + 0.5497 54.97%
Glucocorticoid receptor binding + 0.7941 79.41%
Aromatase binding + 0.6917 69.17%
PPAR gamma + 0.7708 77.08%
Honey bee toxicity - 0.6112 61.12%
Biodegradation - 0.7500 75.00%
Crustacea aquatic toxicity + 0.5200 52.00%
Fish aquatic toxicity + 1.0000 100.00%

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 98.70% 96.09%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 97.61% 91.11%
CHEMBL2581 P07339 Cathepsin D 97.31% 98.95%
CHEMBL253 P34972 Cannabinoid CB2 receptor 94.64% 97.25%
CHEMBL226 P30542 Adenosine A1 receptor 94.53% 95.93%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 91.52% 94.45%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 90.49% 95.56%
CHEMBL5966 P55899 IgG receptor FcRn large subunit p51 90.03% 90.93%
CHEMBL3137262 O60341 LSD1/CoREST complex 89.04% 97.09%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 88.83% 85.14%
CHEMBL2996 Q05655 Protein kinase C delta 87.73% 97.79%
CHEMBL230 P35354 Cyclooxygenase-2 86.94% 89.63%
CHEMBL255 P29275 Adenosine A2b receptor 86.54% 98.59%
CHEMBL340 P08684 Cytochrome P450 3A4 86.04% 91.19%
CHEMBL2535 P11166 Glucose transporter 85.40% 98.75%
CHEMBL5028 O14672 ADAM10 85.07% 97.50%
CHEMBL5163 Q9NY46 Sodium channel protein type III alpha subunit 85.07% 96.90%
CHEMBL2111367 P27986 PI3-kinase p110-alpha/p85-alpha 84.53% 94.33%
CHEMBL2007 P16234 Platelet-derived growth factor receptor alpha 82.46% 91.07%
CHEMBL1994 P08235 Mineralocorticoid receptor 81.92% 100.00%
CHEMBL4793 Q86TI2 Dipeptidyl peptidase IX 80.51% 96.95%

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 162912849
LOTUS LTS0270956
wikiData Q105380066