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[(2S,3S,5R,7S,8S,9R,12R)-7-acetyloxy-15-[(2R)-1-methoxy-1-oxopropan-2-yl]-3,8,12-trimethyl-4,16-dioxatetracyclo[10.3.1.02,8.03,5]hexadeca-1(15),13-dien-9-yl] butanoate

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 ab12b77c-b688-4b71-aed7-1fed75b74afb
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Diterpenoids > Briarane diterpenoids
IUPAC Name [(2S,3S,5R,7S,8S,9R,12R)-7-acetyloxy-15-[(2R)-1-methoxy-1-oxopropan-2-yl]-3,8,12-trimethyl-4,16-dioxatetracyclo[10.3.1.02,8.03,5]hexadeca-1(15),13-dien-9-yl] butanoate
SMILES (Canonical) CCCC(=O)OC1CCC2(C=CC(=C(O2)C3C1(C(CC4C3(O4)C)OC(=O)C)C)C(C)C(=O)OC)C
SMILES (Isomeric) CCCC(=O)O[C@@H]1CC[C@@]2(C=CC(=C(O2)[C@@H]3[C@@]1([C@H](C[C@@H]4[C@]3(O4)C)OC(=O)C)C)[C@@H](C)C(=O)OC)C
InChI InChI=1S/C27H38O8/c1-8-9-21(29)33-18-11-13-25(4)12-10-17(15(2)24(30)31-7)22(35-25)23-26(18,5)19(32-16(3)28)14-20-27(23,6)34-20/h10,12,15,18-20,23H,8-9,11,13-14H2,1-7H3/t15-,18-,19+,20-,23-,25+,26+,27-/m1/s1
InChI Key HKJMZSALOJLVJB-NIYWFNDYSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C27H38O8
Molecular Weight 490.60 g/mol
Exact Mass 490.25666817 g/mol
Topological Polar Surface Area (TPSA) 101.00 Ų
XlogP 3.30
Atomic LogP (AlogP) 4.02
H-Bond Acceptor 8
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 [(2S,3S,5R,7S,8S,9R,12R)-7-acetyloxy-15-[(2R)-1-methoxy-1-oxopropan-2-yl]-3,8,12-trimethyl-4,16-dioxatetracyclo[10.3.1.02,8.03,5]hexadeca-1(15),13-dien-9-yl] butanoate

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9868 98.68%
Caco-2 + 0.5117 51.17%
Blood Brain Barrier + 0.6500 65.00%
Human oral bioavailability - 0.6571 65.71%
Subcellular localzation Mitochondria 0.6621 66.21%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.8244 82.44%
OATP1B3 inhibitior + 0.9794 97.94%
MATE1 inhibitior - 0.8600 86.00%
OCT2 inhibitior - 0.7500 75.00%
BSEP inhibitior + 0.9454 94.54%
P-glycoprotein inhibitior + 0.8852 88.52%
P-glycoprotein substrate + 0.6370 63.70%
CYP3A4 substrate + 0.7164 71.64%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8760 87.60%
CYP3A4 inhibition - 0.7873 78.73%
CYP2C9 inhibition - 0.8799 87.99%
CYP2C19 inhibition - 0.8556 85.56%
CYP2D6 inhibition - 0.9361 93.61%
CYP1A2 inhibition - 0.7798 77.98%
CYP2C8 inhibition + 0.5776 57.76%
CYP inhibitory promiscuity - 0.8095 80.95%
UGT catelyzed - 0.0000 0.00%
Carcinogenicity (binary) - 0.9400 94.00%
Carcinogenicity (trinary) Non-required 0.6328 63.28%
Eye corrosion - 0.9869 98.69%
Eye irritation - 0.8966 89.66%
Skin irritation - 0.6255 62.55%
Skin corrosion - 0.9159 91.59%
Ames mutagenesis - 0.5964 59.64%
Human Ether-a-go-go-Related Gene inhibition - 0.4131 41.31%
Micronuclear - 0.5600 56.00%
Hepatotoxicity + 0.5399 53.99%
skin sensitisation - 0.7809 78.09%
Respiratory toxicity + 0.6222 62.22%
Reproductive toxicity + 0.8667 86.67%
Mitochondrial toxicity + 0.6625 66.25%
Nephrotoxicity - 0.7101 71.01%
Acute Oral Toxicity (c) III 0.5645 56.45%
Estrogen receptor binding + 0.8608 86.08%
Androgen receptor binding + 0.6581 65.81%
Thyroid receptor binding + 0.6243 62.43%
Glucocorticoid receptor binding + 0.7995 79.95%
Aromatase binding + 0.6715 67.15%
PPAR gamma + 0.7345 73.45%
Honey bee toxicity - 0.6716 67.16%
Biodegradation - 0.8500 85.00%
Crustacea aquatic toxicity + 0.6700 67.00%
Fish aquatic toxicity + 0.9726 97.26%

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 99.37% 96.09%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 98.48% 85.14%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 98.29% 91.11%
CHEMBL221 P23219 Cyclooxygenase-1 97.08% 90.17%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 95.05% 94.45%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 94.79% 92.62%
CHEMBL253 P34972 Cannabinoid CB2 receptor 93.25% 97.25%
CHEMBL2581 P07339 Cathepsin D 91.16% 98.95%
CHEMBL340 P08684 Cytochrome P450 3A4 91.05% 91.19%
CHEMBL2996 Q05655 Protein kinase C delta 90.48% 97.79%
CHEMBL3137262 O60341 LSD1/CoREST complex 90.39% 97.09%
CHEMBL4227 P25090 Lipoxin A4 receptor 90.04% 100.00%
CHEMBL5608 Q16288 NT-3 growth factor receptor 88.94% 95.89%
CHEMBL3922 P50579 Methionine aminopeptidase 2 88.86% 97.28%
CHEMBL1806 P11388 DNA topoisomerase II alpha 87.55% 89.00%
CHEMBL299 P17252 Protein kinase C alpha 86.50% 98.03%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 85.43% 97.14%
CHEMBL1075094 Q16236 Nuclear factor erythroid 2-related factor 2 85.38% 96.00%
CHEMBL3060 Q9Y345 Glycine transporter 2 84.35% 99.17%
CHEMBL3430907 Q96GD4 Aurora kinase B/Inner centromere protein 83.54% 97.50%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 83.01% 99.23%
CHEMBL5255 O00206 Toll-like receptor 4 82.46% 92.50%
CHEMBL5028 O14672 ADAM10 81.24% 97.50%
CHEMBL1293316 Q9HBX9 Relaxin receptor 1 81.04% 82.50%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 80.94% 95.56%

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 23427701
LOTUS LTS0222657
wikiData Q105029695