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methyl (1S,2R,4S,8R,9R,10Z,12R)-8-[(1aR,1bS,2R,6aS)-6-[(2R)-2-[(1aR,1bS,2R,6aS)-2-hydroxy-1b,5,6-trimethyl-3-oxo-1,1a,2,6a-tetrahydrocyclopropa[a]inden-4-yl]-3-methoxy-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

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Internal ID 1d2f7804-d8a8-4b98-b682-d00294f5d551
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,5,6-trimethyl-3-oxo-1,1a,2,6a-tetrahydrocyclopropa[a]inden-4-yl]-3-methoxy-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/c1-17-21-13-26(21)46(5)33(17)18(2)31(37(50)40(46)53)25(43(56)59-8)12-22-24-15-27(24)45(4)29(22)16-30(36(49)39(45)52)48(44(57)60-9)11-10-20-23-14-28(23)47(6)34(20)35(48)32(38(51)41(47)54)19(3)42(55)58-7/h16,21,23-28,35,39-41,52-54H,10-15H2,1-9H3/b32-19-/t21-,23-,24-,25-,26-,27-,28-,35+,39+,40+,41+,45+,46+,47+,48+/m1/s1
InChI Key UTOSQPHVQVJVED-DYWVFKPRSA-N
Popularity 2 references in papers

Physical and Chemical Properties

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Molecular Formula C48H54O12
Molecular Weight 822.90 g/mol
Exact Mass 822.36152715 g/mol
Topological Polar Surface Area (TPSA) 191.00 Ų
XlogP 1.80
Atomic LogP (AlogP) 4.18
H-Bond Acceptor 12
H-Bond Donor 3
Rotatable Bonds 7

Synonyms

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There are no found synonyms.

2D Structure

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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,5,6-trimethyl-3-oxo-1,1a,2,6a-tetrahydrocyclopropa[a]inden-4-yl]-3-methoxy-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

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9832 98.32%
Caco-2 - 0.8438 84.38%
Blood Brain Barrier + 0.7250 72.50%
Human oral bioavailability - 0.5857 58.57%
Subcellular localzation Mitochondria 0.8703 87.03%
OATP2B1 inhibitior - 0.8572 85.72%
OATP1B1 inhibitior + 0.8336 83.36%
OATP1B3 inhibitior + 0.8430 84.30%
MATE1 inhibitior - 0.8000 80.00%
OCT2 inhibitior - 0.8500 85.00%
BSEP inhibitior + 0.8983 89.83%
P-glycoprotein inhibitior + 0.7829 78.29%
P-glycoprotein substrate + 0.7137 71.37%
CYP3A4 substrate + 0.7420 74.20%
CYP2C9 substrate - 0.7735 77.35%
CYP2D6 substrate - 0.9017 90.17%
CYP3A4 inhibition - 0.8079 80.79%
CYP2C9 inhibition - 0.7430 74.30%
CYP2C19 inhibition - 0.8301 83.01%
CYP2D6 inhibition - 0.8993 89.93%
CYP1A2 inhibition - 0.6392 63.92%
CYP2C8 inhibition + 0.7213 72.13%
CYP inhibitory promiscuity - 0.6524 65.24%
UGT catelyzed + 0.7000 70.00%
Carcinogenicity (binary) - 0.9720 97.20%
Carcinogenicity (trinary) Non-required 0.5967 59.67%
Eye corrosion - 0.9913 99.13%
Eye irritation - 0.9085 90.85%
Skin irritation - 0.5270 52.70%
Skin corrosion - 0.9604 96.04%
Ames mutagenesis - 0.5500 55.00%
Human Ether-a-go-go-Related Gene inhibition - 0.4423 44.23%
Micronuclear - 0.5900 59.00%
Hepatotoxicity + 0.5679 56.79%
skin sensitisation - 0.8116 81.16%
Respiratory toxicity + 0.7556 75.56%
Reproductive toxicity + 0.7889 78.89%
Mitochondrial toxicity + 0.8875 88.75%
Nephrotoxicity - 0.7741 77.41%
Acute Oral Toxicity (c) III 0.5375 53.75%
Estrogen receptor binding + 0.8139 81.39%
Androgen receptor binding + 0.7653 76.53%
Thyroid receptor binding - 0.4912 49.12%
Glucocorticoid receptor binding + 0.7885 78.85%
Aromatase binding + 0.7016 70.16%
PPAR gamma + 0.7632 76.32%
Honey bee toxicity - 0.5960 59.60%
Biodegradation - 0.7250 72.50%
Crustacea aquatic toxicity + 0.6000 60.00%
Fish aquatic toxicity + 0.9956 99.56%

Targets

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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 98.96% 96.09%
CHEMBL2581 P07339 Cathepsin D 97.15% 98.95%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 95.98% 94.45%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 95.76% 91.11%
CHEMBL226 P30542 Adenosine A1 receptor 95.45% 95.93%
CHEMBL253 P34972 Cannabinoid CB2 receptor 93.14% 97.25%
CHEMBL340 P08684 Cytochrome P450 3A4 91.94% 91.19%
CHEMBL3137262 O60341 LSD1/CoREST complex 89.94% 97.09%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 89.39% 95.56%
CHEMBL255 P29275 Adenosine A2b receptor 86.39% 98.59%
CHEMBL2535 P11166 Glucose transporter 86.32% 98.75%
CHEMBL2111367 P27986 PI3-kinase p110-alpha/p85-alpha 84.94% 94.33%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 84.70% 85.14%
CHEMBL5028 O14672 ADAM10 84.34% 97.50%
CHEMBL5163 Q9NY46 Sodium channel protein type III alpha subunit 83.45% 96.90%
CHEMBL2955 O95136 Sphingosine 1-phosphate receptor Edg-5 83.29% 92.86%
CHEMBL230 P35354 Cyclooxygenase-2 82.56% 89.63%
CHEMBL3060 Q9Y345 Glycine transporter 2 82.18% 99.17%
CHEMBL5966 P55899 IgG receptor FcRn large subunit p51 82.04% 90.93%
CHEMBL1994 P08235 Mineralocorticoid receptor 81.89% 100.00%
CHEMBL4793 Q86TI2 Dipeptidyl peptidase IX 80.06% 96.95%

Plants that contains it

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Below are displayed all the plants proven (via scientific papers) to contain this compound!
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There are no matching plants.

Cross-Links

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PubChem 163106215
LOTUS LTS0019231
wikiData Q105278941