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[(1R,5aS,5bR,7aR,8R,11aR,11bS,13aS,13bR)-1-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

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Internal ID b5eea248-b168-491b-ae1e-a8da4a9c027b
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Sesterterpenoids > Scalarane sesterterpenoids
IUPAC Name [(1R,5aS,5bR,7aR,8R,11aR,11bS,13aS,13bR)-1-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(C2CCC4(C3CC=C5C4C(OC5=O)OC(=O)C)C)C)C)C
SMILES (Isomeric) CC(=O)OC[C@@]1(CCC[C@]2([C@H]1CC[C@@]3([C@@H]2CC[C@]4([C@H]3CC=C5[C@@H]4[C@@H](OC5=O)OC(=O)C)C)C)C)C
InChI InChI=1S/C29H42O6/c1-17(30)33-16-26(3)12-7-13-27(4)20(26)10-14-28(5)21-9-8-19-23(29(21,6)15-11-22(27)28)25(34-18(2)31)35-24(19)32/h8,20-23,25H,7,9-16H2,1-6H3/t20-,21-,22+,23+,25+,26-,27-,28-,29-/m0/s1
InChI Key MTKXOJFNAFCQEE-DTKPNDIQSA-N
Popularity 1 reference in papers

Physical and Chemical Properties

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Molecular Formula C29H42O6
Molecular Weight 486.60 g/mol
Exact Mass 486.29813906 g/mol
Topological Polar Surface Area (TPSA) 78.90 Ų
XlogP 6.80
Atomic LogP (AlogP) 5.59
H-Bond Acceptor 6
H-Bond Donor 0
Rotatable Bonds 3

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of [(1R,5aS,5bR,7aR,8R,11aR,11bS,13aS,13bR)-1-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

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9950 99.50%
Caco-2 - 0.6146 61.46%
Blood Brain Barrier + 0.7000 70.00%
Human oral bioavailability - 0.5857 58.57%
Subcellular localzation Mitochondria 0.6982 69.82%
OATP2B1 inhibitior - 0.8614 86.14%
OATP1B1 inhibitior + 0.8639 86.39%
OATP1B3 inhibitior + 0.9300 93.00%
MATE1 inhibitior - 0.7200 72.00%
OCT2 inhibitior - 0.5000 50.00%
BSEP inhibitior + 0.9400 94.00%
P-glycoprotein inhibitior + 0.7509 75.09%
P-glycoprotein substrate - 0.8100 81.00%
CYP3A4 substrate + 0.6830 68.30%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.9097 90.97%
CYP3A4 inhibition - 0.8094 80.94%
CYP2C9 inhibition - 0.5833 58.33%
CYP2C19 inhibition - 0.7733 77.33%
CYP2D6 inhibition - 0.8848 88.48%
CYP1A2 inhibition - 0.5911 59.11%
CYP2C8 inhibition + 0.4536 45.36%
CYP inhibitory promiscuity - 0.6658 66.58%
UGT catelyzed - 0.0000 0.00%
Carcinogenicity (binary) - 0.9600 96.00%
Carcinogenicity (trinary) Non-required 0.5788 57.88%
Eye corrosion - 0.9641 96.41%
Eye irritation - 0.9050 90.50%
Skin irritation - 0.5879 58.79%
Skin corrosion - 0.9439 94.39%
Ames mutagenesis - 0.7323 73.23%
Human Ether-a-go-go-Related Gene inhibition - 0.4104 41.04%
Micronuclear - 0.7300 73.00%
Hepatotoxicity - 0.6818 68.18%
skin sensitisation - 0.8375 83.75%
Respiratory toxicity + 0.5667 56.67%
Reproductive toxicity + 0.6667 66.67%
Mitochondrial toxicity + 0.6250 62.50%
Nephrotoxicity - 0.6490 64.90%
Acute Oral Toxicity (c) III 0.7422 74.22%
Estrogen receptor binding + 0.7654 76.54%
Androgen receptor binding + 0.6741 67.41%
Thyroid receptor binding - 0.5179 51.79%
Glucocorticoid receptor binding + 0.7675 76.75%
Aromatase binding + 0.7042 70.42%
PPAR gamma + 0.7487 74.87%
Honey bee toxicity - 0.8153 81.53%
Biodegradation - 0.7500 75.00%
Crustacea aquatic toxicity - 0.5550 55.50%
Fish aquatic toxicity + 1.0000 100.00%

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 97.58% 91.11%
CHEMBL253 P34972 Cannabinoid CB2 receptor 95.41% 97.25%
CHEMBL2581 P07339 Cathepsin D 92.40% 98.95%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 92.22% 96.09%
CHEMBL4026 P40763 Signal transducer and activator of transcription 3 89.87% 82.69%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 88.79% 95.56%
CHEMBL1293249 Q13887 Kruppel-like factor 5 88.10% 86.33%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 87.76% 94.45%
CHEMBL4051 P13569 Cystic fibrosis transmembrane conductance regulator 87.32% 95.71%
CHEMBL2782 P35610 Acyl coenzyme A:cholesterol acyltransferase 1 87.03% 91.65%
CHEMBL3137262 O60341 LSD1/CoREST complex 86.77% 97.09%
CHEMBL1806 P11388 DNA topoisomerase II alpha 85.89% 89.00%
CHEMBL5608 Q16288 NT-3 growth factor receptor 85.63% 95.89%
CHEMBL5028 O14672 ADAM10 83.70% 97.50%
CHEMBL3091268 Q92753 Nuclear receptor ROR-beta 83.64% 95.50%
CHEMBL1937 Q92769 Histone deacetylase 2 83.08% 94.75%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 81.39% 92.62%
CHEMBL340 P08684 Cytochrome P450 3A4 81.38% 91.19%
CHEMBL5255 O00206 Toll-like receptor 4 80.19% 92.50%

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 21778224
LOTUS LTS0273691
wikiData Q105171759