PlantaeDB Logo
Login Sign-up

[(5aS,5bR,7aR,8R,11aR,11bR,13R,13aS,13bR)-13-acetyloxy-5b,8,11a,13a-tetramethyl-3-oxo-5,5a,6,7,7a,9,10,11,11b,12,13,13b-dodecahydro-1H-phenanthro[2,1-e][2]benzofuran-8-yl]methyl 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

Top
Internal ID 4b44d166-7e61-4499-bee0-855c66d55df1
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Sesterterpenoids > Scalarane sesterterpenoids
IUPAC Name [(5aS,5bR,7aR,8R,11aR,11bR,13R,13aS,13bR)-13-acetyloxy-5b,8,11a,13a-tetramethyl-3-oxo-5,5a,6,7,7a,9,10,11,11b,12,13,13b-dodecahydro-1H-phenanthro[2,1-e][2]benzofuran-8-yl]methyl acetate
SMILES (Canonical) CC(=O)OCC1(CCCC2(C1CCC3(C2CC(C4(C3CC=C5C4COC5=O)C)OC(=O)C)C)C)C
SMILES (Isomeric) CC(=O)OC[C@@]1(CCC[C@]2([C@H]1CC[C@@]3([C@@H]2C[C@H]([C@]4([C@H]3CC=C5[C@@H]4COC5=O)C)OC(=O)C)C)C)C
InChI InChI=1S/C29H42O6/c1-17(30)34-16-26(3)11-7-12-27(4)21(26)10-13-28(5)22-9-8-19-20(15-33-25(19)32)29(22,6)24(14-23(27)28)35-18(2)31/h8,20-24H,7,9-16H2,1-6H3/t20-,21-,22-,23+,24+,26-,27-,28-,29+/m0/s1
InChI Key SLOGIEGONFUYCH-RNEUULLFSA-N
Popularity 0 references in papers

Physical and Chemical Properties

Top
Molecular Formula C29H42O6
Molecular Weight 486.60 g/mol
Exact Mass 486.29813906 g/mol
Topological Polar Surface Area (TPSA) 78.90 Ų
XlogP 5.90
Atomic LogP (AlogP) 5.24
H-Bond Acceptor 6
H-Bond Donor 0
Rotatable Bonds 3

Synonyms

Top
There are no found synonyms.

2D Structure

Top
2D Structure of [(5aS,5bR,7aR,8R,11aR,11bR,13R,13aS,13bR)-13-acetyloxy-5b,8,11a,13a-tetramethyl-3-oxo-5,5a,6,7,7a,9,10,11,11b,12,13,13b-dodecahydro-1H-phenanthro[2,1-e][2]benzofuran-8-yl]methyl acetate

3D Structure

Top

ADMET Properties (via admetSAR 2)

Top
Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9921 99.21%
Caco-2 - 0.6054 60.54%
Blood Brain Barrier + 0.6250 62.50%
Human oral bioavailability - 0.5429 54.29%
Subcellular localzation Mitochondria 0.8166 81.66%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.8276 82.76%
OATP1B3 inhibitior + 0.9423 94.23%
MATE1 inhibitior - 0.7000 70.00%
OCT2 inhibitior + 0.5250 52.50%
BSEP inhibitior + 0.9426 94.26%
P-glycoprotein inhibitior + 0.7399 73.99%
P-glycoprotein substrate - 0.6350 63.50%
CYP3A4 substrate + 0.6918 69.18%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.9122 91.22%
CYP3A4 inhibition - 0.7219 72.19%
CYP2C9 inhibition - 0.8684 86.84%
CYP2C19 inhibition - 0.8084 80.84%
CYP2D6 inhibition - 0.9209 92.09%
CYP1A2 inhibition - 0.8188 81.88%
CYP2C8 inhibition + 0.5209 52.09%
CYP inhibitory promiscuity - 0.7316 73.16%
UGT catelyzed - 0.0000 0.00%
Carcinogenicity (binary) - 0.9700 97.00%
Carcinogenicity (trinary) Non-required 0.5606 56.06%
Eye corrosion - 0.9886 98.86%
Eye irritation - 0.8945 89.45%
Skin irritation - 0.5586 55.86%
Skin corrosion - 0.9421 94.21%
Ames mutagenesis - 0.7100 71.00%
Human Ether-a-go-go-Related Gene inhibition + 0.7509 75.09%
Micronuclear - 0.6900 69.00%
Hepatotoxicity - 0.6351 63.51%
skin sensitisation - 0.8758 87.58%
Respiratory toxicity + 0.5667 56.67%
Reproductive toxicity + 0.8889 88.89%
Mitochondrial toxicity + 0.5875 58.75%
Nephrotoxicity - 0.6999 69.99%
Acute Oral Toxicity (c) III 0.7697 76.97%
Estrogen receptor binding + 0.8687 86.87%
Androgen receptor binding + 0.6772 67.72%
Thyroid receptor binding + 0.5539 55.39%
Glucocorticoid receptor binding + 0.7980 79.80%
Aromatase binding + 0.6874 68.74%
PPAR gamma + 0.7909 79.09%
Honey bee toxicity - 0.7555 75.55%
Biodegradation - 0.6750 67.50%
Crustacea aquatic toxicity - 0.5500 55.00%
Fish aquatic toxicity + 0.9962 99.62%

Targets

Top

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 98.07% 91.11%
CHEMBL253 P34972 Cannabinoid CB2 receptor 96.62% 97.25%
CHEMBL2581 P07339 Cathepsin D 93.43% 98.95%
CHEMBL3137262 O60341 LSD1/CoREST complex 93.04% 97.09%
CHEMBL4040 P28482 MAP kinase ERK2 92.90% 83.82%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 92.89% 96.09%
CHEMBL1293249 Q13887 Kruppel-like factor 5 92.49% 86.33%
CHEMBL4026 P40763 Signal transducer and activator of transcription 3 91.83% 82.69%
CHEMBL2782 P35610 Acyl coenzyme A:cholesterol acyltransferase 1 89.65% 91.65%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 89.58% 95.56%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 88.32% 94.45%
CHEMBL1806 P11388 DNA topoisomerase II alpha 87.04% 89.00%
CHEMBL340 P08684 Cytochrome P450 3A4 86.74% 91.19%
CHEMBL5608 Q16288 NT-3 growth factor receptor 86.27% 95.89%
CHEMBL5028 O14672 ADAM10 86.08% 97.50%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 85.33% 92.62%
CHEMBL1994 P08235 Mineralocorticoid receptor 85.14% 100.00%
CHEMBL3091268 Q92753 Nuclear receptor ROR-beta 84.46% 95.50%
CHEMBL5255 O00206 Toll-like receptor 4 80.23% 92.50%
CHEMBL3922 P50579 Methionine aminopeptidase 2 80.22% 97.28%

Plants that contains it

Top
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

Top
PubChem 21778226
LOTUS LTS0133902
wikiData Q105255472