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[(1S,2S,3R,8S,10S,11S,15R,16R)-3-acetyloxy-15-[(3R,5R,6R)-5-hydroxy-6-(2-hydroxypropan-2-yl)oxan-3-yl]-2,7,7,11,16-pentamethyl-5-oxo-6-oxatetracyclo[9.7.0.02,8.012,16]octadec-12-en-10-yl] acetate

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 70dc95e8-902c-4989-9675-ca093f713eaa
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Terpene lactones
IUPAC Name [(1S,2S,3R,8S,10S,11S,15R,16R)-3-acetyloxy-15-[(3R,5R,6R)-5-hydroxy-6-(2-hydroxypropan-2-yl)oxan-3-yl]-2,7,7,11,16-pentamethyl-5-oxo-6-oxatetracyclo[9.7.0.02,8.012,16]octadec-12-en-10-yl] acetate
SMILES (Canonical) CC(=O)OC1CC2C(OC(=O)CC(C2(C3C1(C4=CCC(C4(CC3)C)C5CC(C(OC5)C(C)(C)O)O)C)C)OC(=O)C)(C)C
SMILES (Isomeric) CC(=O)O[C@H]1C[C@H]2[C@]([C@H]3[C@]1(C4=CC[C@@H]([C@]4(CC3)C)[C@H]5C[C@H]([C@@H](OC5)C(C)(C)O)O)C)([C@@H](CC(=O)OC2(C)C)OC(=O)C)C
InChI InChI=1S/C34H52O9/c1-18(35)41-26-15-25-31(5,6)43-28(38)16-27(42-19(2)36)34(25,9)24-12-13-32(7)21(10-11-23(32)33(24,26)8)20-14-22(37)29(40-17-20)30(3,4)39/h11,20-22,24-27,29,37,39H,10,12-17H2,1-9H3/t20-,21+,22+,24+,25+,26-,27+,29+,32+,33+,34-/m0/s1
InChI Key IQCMUALSCCPFNZ-FYKUGEJSSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C34H52O9
Molecular Weight 604.80 g/mol
Exact Mass 604.36113323 g/mol
Topological Polar Surface Area (TPSA) 129.00 Ų
XlogP 4.60
Atomic LogP (AlogP) 4.51
H-Bond Acceptor 9
H-Bond Donor 2
Rotatable Bonds 4

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of [(1S,2S,3R,8S,10S,11S,15R,16R)-3-acetyloxy-15-[(3R,5R,6R)-5-hydroxy-6-(2-hydroxypropan-2-yl)oxan-3-yl]-2,7,7,11,16-pentamethyl-5-oxo-6-oxatetracyclo[9.7.0.02,8.012,16]octadec-12-en-10-yl] acetate

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9469 94.69%
Caco-2 - 0.7958 79.58%
Blood Brain Barrier + 0.5250 52.50%
Human oral bioavailability - 0.5857 58.57%
Subcellular localzation Mitochondria 0.8417 84.17%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.8538 85.38%
OATP1B3 inhibitior + 0.9595 95.95%
MATE1 inhibitior - 0.9400 94.00%
OCT2 inhibitior - 0.7750 77.50%
BSEP inhibitior + 0.6478 64.78%
P-glycoprotein inhibitior + 0.7577 75.77%
P-glycoprotein substrate + 0.5175 51.75%
CYP3A4 substrate + 0.7427 74.27%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8727 87.27%
CYP3A4 inhibition - 0.8443 84.43%
CYP2C9 inhibition - 0.8341 83.41%
CYP2C19 inhibition - 0.9381 93.81%
CYP2D6 inhibition - 0.9394 93.94%
CYP1A2 inhibition - 0.8881 88.81%
CYP2C8 inhibition + 0.7495 74.95%
CYP inhibitory promiscuity - 0.9181 91.81%
UGT catelyzed + 0.6000 60.00%
Carcinogenicity (binary) - 0.9600 96.00%
Carcinogenicity (trinary) Non-required 0.5319 53.19%
Eye corrosion - 0.9891 98.91%
Eye irritation - 0.9268 92.68%
Skin irritation + 0.5000 50.00%
Skin corrosion - 0.9326 93.26%
Ames mutagenesis - 0.6600 66.00%
Human Ether-a-go-go-Related Gene inhibition - 0.3999 39.99%
Micronuclear - 0.6900 69.00%
Hepatotoxicity - 0.5413 54.13%
skin sensitisation - 0.8789 87.89%
Respiratory toxicity + 0.6889 68.89%
Reproductive toxicity + 0.9444 94.44%
Mitochondrial toxicity + 0.8000 80.00%
Nephrotoxicity + 0.5000 50.00%
Acute Oral Toxicity (c) I 0.5864 58.64%
Estrogen receptor binding + 0.7400 74.00%
Androgen receptor binding + 0.7200 72.00%
Thyroid receptor binding - 0.5143 51.43%
Glucocorticoid receptor binding + 0.7591 75.91%
Aromatase binding + 0.6627 66.27%
PPAR gamma + 0.7308 73.08%
Honey bee toxicity - 0.6581 65.81%
Biodegradation - 0.8000 80.00%
Crustacea aquatic toxicity + 0.6000 60.00%
Fish aquatic toxicity + 0.9838 98.38%

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 96.23% 91.11%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 96.19% 85.14%
CHEMBL2581 P07339 Cathepsin D 94.99% 98.95%
CHEMBL253 P34972 Cannabinoid CB2 receptor 94.18% 97.25%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 92.15% 96.09%
CHEMBL1806 P11388 DNA topoisomerase II alpha 91.01% 89.00%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 90.98% 94.45%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 90.03% 97.14%
CHEMBL3137262 O60341 LSD1/CoREST complex 90.00% 97.09%
CHEMBL1994 P08235 Mineralocorticoid receptor 89.65% 100.00%
CHEMBL4040 P28482 MAP kinase ERK2 88.88% 83.82%
CHEMBL4681 P42330 Aldo-keto-reductase family 1 member C3 88.71% 89.05%
CHEMBL5028 O14672 ADAM10 87.87% 97.50%
CHEMBL4303 P08238 Heat shock protein HSP 90-beta 87.83% 96.77%
CHEMBL1293249 Q13887 Kruppel-like factor 5 87.29% 86.33%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 86.94% 99.23%
CHEMBL340 P08684 Cytochrome P450 3A4 86.82% 91.19%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 86.57% 95.56%
CHEMBL2850 P49840 Glycogen synthase kinase-3 alpha 85.83% 88.84%
CHEMBL4026 P40763 Signal transducer and activator of transcription 3 83.65% 82.69%
CHEMBL5255 O00206 Toll-like receptor 4 82.08% 92.50%
CHEMBL3351 Q13085 Acetyl-CoA carboxylase 1 82.06% 93.04%
CHEMBL2335 P42785 Lysosomal Pro-X carboxypeptidase 81.76% 100.00%
CHEMBL1871 P10275 Androgen Receptor 81.39% 96.43%
CHEMBL241 Q14432 Phosphodiesterase 3A 81.37% 92.94%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 80.68% 94.00%
CHEMBL3922 P50579 Methionine aminopeptidase 2 80.43% 97.28%

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.
Luvunga sarmentosa

Cross-Links

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PubChem 163018718
LOTUS LTS0209935
wikiData Q105117692