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[(2S,3S,4R,6S,7S,8R,11R)-6-acetyloxy-4-butanoyloxy-14-[(2R)-1-methoxy-1-oxopropan-2-yl]-3,7,11-trimethyl-15-oxatricyclo[9.3.1.02,7]pentadeca-1(14),12-dien-8-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 7e94592f-498e-4562-b65c-c50b7cc0ec46
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Diterpenoids > Briarane diterpenoids
IUPAC Name [(2S,3S,4R,6S,7S,8R,11R)-6-acetyloxy-4-butanoyloxy-14-[(2R)-1-methoxy-1-oxopropan-2-yl]-3,7,11-trimethyl-15-oxatricyclo[9.3.1.02,7]pentadeca-1(14),12-dien-8-yl] butanoate
SMILES (Canonical) CCCC(=O)OC1CCC2(C=CC(=C(O2)C3C1(C(CC(C3C)OC(=O)CCC)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]([C@H]3C)OC(=O)CCC)OC(=O)C)C)[C@@H](C)C(=O)OC)C
InChI InChI=1S/C31H46O9/c1-9-11-25(33)38-22-17-24(37-20(5)32)31(7)23(39-26(34)12-10-2)14-16-30(6)15-13-21(18(3)29(35)36-8)28(40-30)27(31)19(22)4/h13,15,18-19,22-24,27H,9-12,14,16-17H2,1-8H3/t18-,19-,22-,23-,24+,27-,30+,31+/m1/s1
InChI Key WMAJGDDNDYUSRM-MKKVWVHFSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C31H46O9
Molecular Weight 562.70 g/mol
Exact Mass 562.31418304 g/mol
Topological Polar Surface Area (TPSA) 114.00 Ų
XlogP 4.90
Atomic LogP (AlogP) 5.21
H-Bond Acceptor 9
H-Bond Donor 0
Rotatable Bonds 9

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of [(2S,3S,4R,6S,7S,8R,11R)-6-acetyloxy-4-butanoyloxy-14-[(2R)-1-methoxy-1-oxopropan-2-yl]-3,7,11-trimethyl-15-oxatricyclo[9.3.1.02,7]pentadeca-1(14),12-dien-8-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 + 0.9910 99.10%
Caco-2 - 0.5992 59.92%
Blood Brain Barrier + 0.5750 57.50%
Human oral bioavailability - 0.6429 64.29%
Subcellular localzation Mitochondria 0.6369 63.69%
OATP2B1 inhibitior - 0.8614 86.14%
OATP1B1 inhibitior + 0.8220 82.20%
OATP1B3 inhibitior + 0.9726 97.26%
MATE1 inhibitior - 0.8200 82.00%
OCT2 inhibitior - 0.7250 72.50%
BSEP inhibitior + 0.9684 96.84%
P-glycoprotein inhibitior + 0.8935 89.35%
P-glycoprotein substrate + 0.6696 66.96%
CYP3A4 substrate + 0.7196 71.96%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8773 87.73%
CYP3A4 inhibition - 0.6705 67.05%
CYP2C9 inhibition - 0.9247 92.47%
CYP2C19 inhibition - 0.8574 85.74%
CYP2D6 inhibition - 0.9456 94.56%
CYP1A2 inhibition - 0.7989 79.89%
CYP2C8 inhibition + 0.5725 57.25%
CYP inhibitory promiscuity - 0.7436 74.36%
UGT catelyzed - 0.0000 0.00%
Carcinogenicity (binary) - 0.9400 94.00%
Carcinogenicity (trinary) Non-required 0.6578 65.78%
Eye corrosion - 0.9882 98.82%
Eye irritation - 0.9038 90.38%
Skin irritation - 0.5695 56.95%
Skin corrosion - 0.9298 92.98%
Ames mutagenesis - 0.5364 53.64%
Human Ether-a-go-go-Related Gene inhibition + 0.7074 70.74%
Micronuclear - 0.6500 65.00%
Hepatotoxicity - 0.5175 51.75%
skin sensitisation - 0.8072 80.72%
Respiratory toxicity + 0.6333 63.33%
Reproductive toxicity + 0.8778 87.78%
Mitochondrial toxicity + 0.6625 66.25%
Nephrotoxicity - 0.6900 69.00%
Acute Oral Toxicity (c) III 0.6856 68.56%
Estrogen receptor binding + 0.8404 84.04%
Androgen receptor binding + 0.6733 67.33%
Thyroid receptor binding + 0.5891 58.91%
Glucocorticoid receptor binding + 0.8356 83.56%
Aromatase binding + 0.7273 72.73%
PPAR gamma + 0.6948 69.48%
Honey bee toxicity - 0.6921 69.21%
Biodegradation - 0.8000 80.00%
Crustacea aquatic toxicity + 0.6700 67.00%
Fish aquatic toxicity + 0.9745 97.45%

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 99.26% 96.09%
CHEMBL221 P23219 Cyclooxygenase-1 99.02% 90.17%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 98.47% 91.11%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 95.83% 85.14%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 95.44% 94.45%
CHEMBL253 P34972 Cannabinoid CB2 receptor 94.75% 97.25%
CHEMBL2996 Q05655 Protein kinase C delta 92.81% 97.79%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 92.08% 92.62%
CHEMBL299 P17252 Protein kinase C alpha 91.92% 98.03%
CHEMBL2581 P07339 Cathepsin D 91.61% 98.95%
CHEMBL340 P08684 Cytochrome P450 3A4 90.38% 91.19%
CHEMBL4227 P25090 Lipoxin A4 receptor 90.32% 100.00%
CHEMBL3137262 O60341 LSD1/CoREST complex 89.39% 97.09%
CHEMBL3060 Q9Y345 Glycine transporter 2 86.65% 99.17%
CHEMBL230 P35354 Cyclooxygenase-2 85.01% 89.63%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 84.75% 97.14%
CHEMBL1806 P11388 DNA topoisomerase II alpha 83.08% 89.00%
CHEMBL4051 P13569 Cystic fibrosis transmembrane conductance regulator 82.57% 95.71%
CHEMBL1293316 Q9HBX9 Relaxin receptor 1 82.35% 82.50%
CHEMBL2007625 O75874 Isocitrate dehydrogenase [NADP] cytoplasmic 82.10% 99.00%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 81.96% 99.23%
CHEMBL5608 Q16288 NT-3 growth factor receptor 81.94% 95.89%
CHEMBL3430907 Q96GD4 Aurora kinase B/Inner centromere protein 81.88% 97.50%
CHEMBL5255 O00206 Toll-like receptor 4 81.82% 92.50%
CHEMBL1075094 Q16236 Nuclear factor erythroid 2-related factor 2 81.53% 96.00%
CHEMBL2413 P32246 C-C chemokine receptor type 1 80.96% 89.50%

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 23427699
LOTUS LTS0013160
wikiData Q105308408