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[(2S,3S,4R,6S,7S,8R,11R)-6-acetyloxy-4-hydroxy-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 93186f70-14ad-43b6-8d55-62404c544f6d
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Diterpenoids > Briarane diterpenoids
IUPAC Name [(2S,3S,4R,6S,7S,8R,11R)-6-acetyloxy-4-hydroxy-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)
SMILES (Isomeric)
InChI InChI=1S/C27H40O8/c1-8-9-22(30)34-20-11-13-26(5)12-10-18(15(2)25(31)32-7)24(35-26)23-16(3)19(29)14-21(27(20,23)6)33-17(4)28/h10,12,15-16,19-21,23,29H,8-9,11,13-14H2,1-7H3/t15-,16-,19-,20-,21+,23-,26+,27+/m1/s1
InChI Key IQYUBMKZHJERGR-BPFDHFAJSA-N
Popularity 2 references in papers

Physical and Chemical Properties

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Molecular Formula C27H40O8
Molecular Weight 492.60 g/mol
Exact Mass 492.27231823 g/mol
Topological Polar Surface Area (TPSA) 108.00 Ų
XlogP 3.50
Atomic LogP (AlogP) 3.86
H-Bond Acceptor 8
H-Bond Donor 1
Rotatable Bonds 6

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-hydroxy-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 + 0.9893 98.93%
Caco-2 - 0.5432 54.32%
Blood Brain Barrier + 0.6750 67.50%
Human oral bioavailability - 0.6143 61.43%
Subcellular localzation Mitochondria 0.6361 63.61%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.8053 80.53%
OATP1B3 inhibitior + 0.9689 96.89%
MATE1 inhibitior - 0.9200 92.00%
OCT2 inhibitior - 0.8250 82.50%
BSEP inhibitior + 0.9491 94.91%
P-glycoprotein inhibitior + 0.8534 85.34%
P-glycoprotein substrate + 0.6782 67.82%
CYP3A4 substrate + 0.7188 71.88%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8754 87.54%
CYP3A4 inhibition - 0.5337 53.37%
CYP2C9 inhibition - 0.9411 94.11%
CYP2C19 inhibition - 0.9392 93.92%
CYP2D6 inhibition - 0.9464 94.64%
CYP1A2 inhibition - 0.9022 90.22%
CYP2C8 inhibition + 0.5397 53.97%
CYP inhibitory promiscuity - 0.9182 91.82%
UGT catelyzed + 0.6000 60.00%
Carcinogenicity (binary) - 0.9500 95.00%
Carcinogenicity (trinary) Non-required 0.6687 66.87%
Eye corrosion - 0.9911 99.11%
Eye irritation - 0.9299 92.99%
Skin irritation + 0.5236 52.36%
Skin corrosion - 0.9246 92.46%
Ames mutagenesis - 0.5664 56.64%
Human Ether-a-go-go-Related Gene inhibition - 0.3724 37.24%
Micronuclear - 0.6700 67.00%
Hepatotoxicity + 0.5024 50.24%
skin sensitisation - 0.8183 81.83%
Respiratory toxicity + 0.6444 64.44%
Reproductive toxicity + 0.9111 91.11%
Mitochondrial toxicity + 0.7875 78.75%
Nephrotoxicity - 0.8003 80.03%
Acute Oral Toxicity (c) III 0.6388 63.88%
Estrogen receptor binding + 0.8364 83.64%
Androgen receptor binding + 0.6750 67.50%
Thyroid receptor binding + 0.5399 53.99%
Glucocorticoid receptor binding + 0.8024 80.24%
Aromatase binding + 0.6533 65.33%
PPAR gamma + 0.6851 68.51%
Honey bee toxicity - 0.6647 66.47%
Biodegradation - 0.8000 80.00%
Crustacea aquatic toxicity + 0.6300 63.00%
Fish aquatic toxicity + 0.9452 94.52%

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 99.20% 96.09%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 99.02% 91.11%
CHEMBL221 P23219 Cyclooxygenase-1 98.90% 90.17%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 97.33% 85.14%
CHEMBL253 P34972 Cannabinoid CB2 receptor 96.31% 97.25%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 95.29% 94.45%
CHEMBL299 P17252 Protein kinase C alpha 93.31% 98.03%
CHEMBL2996 Q05655 Protein kinase C delta 92.89% 97.79%
CHEMBL2581 P07339 Cathepsin D 92.44% 98.95%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 92.36% 92.62%
CHEMBL340 P08684 Cytochrome P450 3A4 92.20% 91.19%
CHEMBL3137262 O60341 LSD1/CoREST complex 91.07% 97.09%
CHEMBL1806 P11388 DNA topoisomerase II alpha 89.83% 89.00%
CHEMBL4227 P25090 Lipoxin A4 receptor 87.74% 100.00%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 85.34% 97.14%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 83.79% 99.23%
CHEMBL5608 Q16288 NT-3 growth factor receptor 83.23% 95.89%
CHEMBL3060 Q9Y345 Glycine transporter 2 83.17% 99.17%
CHEMBL1293316 Q9HBX9 Relaxin receptor 1 82.76% 82.50%
CHEMBL1075094 Q16236 Nuclear factor erythroid 2-related factor 2 82.42% 96.00%
CHEMBL2413 P32246 C-C chemokine receptor type 1 82.01% 89.50%
CHEMBL3430907 Q96GD4 Aurora kinase B/Inner centromere protein 81.90% 97.50%
CHEMBL5255 O00206 Toll-like receptor 4 80.77% 92.50%
CHEMBL1994 P08235 Mineralocorticoid receptor 80.08% 100.00%

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.
There are no matching plants.

Cross-Links

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PubChem 23427700
LOTUS LTS0032686
wikiData Q105118697