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methyl 3-[(1S,4R,5R,8S,9S,12S,13R)-4,8-dimethyl-5-[(1S)-1-[(2R)-5-methyl-6-oxo-2,3-dihydropyran-2-yl]ethyl]-12-prop-1-en-2-yl-13-tetracyclo[7.5.0.01,13.04,8]tetradecanyl]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

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Internal ID 179d1015-8c84-4241-b243-9a2009e7e324
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Triterpenoids
IUPAC Name methyl 3-[(1S,4R,5R,8S,9S,12S,13R)-4,8-dimethyl-5-[(1S)-1-[(2R)-5-methyl-6-oxo-2,3-dihydropyran-2-yl]ethyl]-12-prop-1-en-2-yl-13-tetracyclo[7.5.0.01,13.04,8]tetradecanyl]propanoate
SMILES (Canonical) CC1=CCC(OC1=O)C(C)C2CCC3(C2(CCC45C3CCC(C4(C5)CCC(=O)OC)C(=C)C)C)C
SMILES (Isomeric) CC1=CC[C@@H](OC1=O)[C@@H](C)[C@H]2CC[C@@]3([C@@]2(CC[C@]45[C@H]3CC[C@H]([C@]4(C5)CCC(=O)OC)C(=C)C)C)C
InChI InChI=1S/C31H46O4/c1-19(2)22-9-11-25-29(6)14-12-23(21(4)24-10-8-20(3)27(33)35-24)28(29,5)16-17-31(25)18-30(22,31)15-13-26(32)34-7/h8,21-25H,1,9-18H2,2-7H3/t21-,22-,23+,24+,25-,28+,29-,30+,31-/m0/s1
InChI Key XZCZGKLGPSAZCN-IAVOXFOVSA-N
Popularity 1 reference in papers

Physical and Chemical Properties

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Molecular Formula C31H46O4
Molecular Weight 482.70 g/mol
Exact Mass 482.33960994 g/mol
Topological Polar Surface Area (TPSA) 52.60 Ų
XlogP 8.60
Atomic LogP (AlogP) 7.03
H-Bond Acceptor 4
H-Bond Donor 0
Rotatable Bonds 6

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of methyl 3-[(1S,4R,5R,8S,9S,12S,13R)-4,8-dimethyl-5-[(1S)-1-[(2R)-5-methyl-6-oxo-2,3-dihydropyran-2-yl]ethyl]-12-prop-1-en-2-yl-13-tetracyclo[7.5.0.01,13.04,8]tetradecanyl]propanoate

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9802 98.02%
Caco-2 - 0.5980 59.80%
Blood Brain Barrier + 0.7000 70.00%
Human oral bioavailability - 0.5286 52.86%
Subcellular localzation Mitochondria 0.6542 65.42%
OATP2B1 inhibitior - 0.7142 71.42%
OATP1B1 inhibitior + 0.8125 81.25%
OATP1B3 inhibitior + 0.9267 92.67%
MATE1 inhibitior - 0.7600 76.00%
OCT2 inhibitior - 0.8250 82.50%
BSEP inhibitior + 0.9614 96.14%
P-glycoprotein inhibitior + 0.7355 73.55%
P-glycoprotein substrate + 0.6320 63.20%
CYP3A4 substrate + 0.7067 70.67%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.9063 90.63%
CYP3A4 inhibition - 0.6629 66.29%
CYP2C9 inhibition - 0.8405 84.05%
CYP2C19 inhibition - 0.8339 83.39%
CYP2D6 inhibition - 0.9507 95.07%
CYP1A2 inhibition - 0.7052 70.52%
CYP2C8 inhibition + 0.5888 58.88%
CYP inhibitory promiscuity - 0.7919 79.19%
UGT catelyzed - 0.0000 0.00%
Carcinogenicity (binary) - 0.9800 98.00%
Carcinogenicity (trinary) Non-required 0.7293 72.93%
Eye corrosion - 0.9904 99.04%
Eye irritation - 0.9086 90.86%
Skin irritation - 0.6011 60.11%
Skin corrosion - 0.9380 93.80%
Ames mutagenesis - 0.6100 61.00%
Human Ether-a-go-go-Related Gene inhibition + 0.7170 71.70%
Micronuclear - 0.6600 66.00%
Hepatotoxicity - 0.5425 54.25%
skin sensitisation - 0.7693 76.93%
Respiratory toxicity + 0.6333 63.33%
Reproductive toxicity + 0.9000 90.00%
Mitochondrial toxicity + 0.7750 77.50%
Nephrotoxicity + 0.5433 54.33%
Acute Oral Toxicity (c) III 0.5545 55.45%
Estrogen receptor binding + 0.7783 77.83%
Androgen receptor binding + 0.7343 73.43%
Thyroid receptor binding + 0.5766 57.66%
Glucocorticoid receptor binding + 0.7871 78.71%
Aromatase binding + 0.7613 76.13%
PPAR gamma + 0.7067 70.67%
Honey bee toxicity - 0.7494 74.94%
Biodegradation - 0.8000 80.00%
Crustacea aquatic toxicity - 0.6000 60.00%
Fish aquatic toxicity + 0.9941 99.41%

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
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 98.99% 91.11%
CHEMBL253 P34972 Cannabinoid CB2 receptor 97.28% 97.25%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 94.37% 96.09%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 92.61% 94.45%
CHEMBL2581 P07339 Cathepsin D 91.30% 98.95%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 88.98% 95.56%
CHEMBL4208 P20618 Proteasome component C5 88.20% 90.00%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 86.91% 97.14%
CHEMBL2007 P16234 Platelet-derived growth factor receptor alpha 85.99% 91.07%
CHEMBL4793 Q86TI2 Dipeptidyl peptidase IX 85.32% 96.95%
CHEMBL4227 P25090 Lipoxin A4 receptor 83.82% 100.00%
CHEMBL5028 O14672 ADAM10 83.58% 97.50%
CHEMBL340 P08684 Cytochrome P450 3A4 82.11% 91.19%
CHEMBL4051 P13569 Cystic fibrosis transmembrane conductance regulator 82.08% 95.71%
CHEMBL3359 P21462 Formyl peptide receptor 1 81.86% 93.56%
CHEMBL2996 Q05655 Protein kinase C delta 81.60% 97.79%
CHEMBL3807 P17706 T-cell protein-tyrosine phosphatase 81.53% 93.00%
CHEMBL3437 Q16853 Amine oxidase, copper containing 81.40% 94.00%
CHEMBL221 P23219 Cyclooxygenase-1 81.24% 90.17%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 81.21% 92.62%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 80.72% 99.23%
CHEMBL5608 Q16288 NT-3 growth factor receptor 80.66% 95.89%
CHEMBL1907600 Q00535 Cyclin-dependent kinase 5/CDK5 activator 1 80.43% 93.03%

Plants that contains it

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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 heteroclita

Cross-Links

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PubChem 14844618
LOTUS LTS0216222
wikiData Q105344850