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[(1R,5aS,5bS,7aR,8R,11aR,11bR,13S,13aS,13bS)-13-acetyloxy-1-hydroxy-5b,8,11a,13a-tetramethyl-1,3,5,5a,6,7,7a,9,10,11,11b,12,13,13b-tetradecahydrophenanthro[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 56536d7e-37af-4db7-b005-d4df5a64aabb
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Sesterterpenoids > Scalarane sesterterpenoids
IUPAC Name [(1R,5aS,5bS,7aR,8R,11aR,11bR,13S,13aS,13bS)-13-acetyloxy-1-hydroxy-5b,8,11a,13a-tetramethyl-1,3,5,5a,6,7,7a,9,10,11,11b,12,13,13b-tetradecahydrophenanthro[2,1-e][2]benzofuran-8-yl]methyl acetate
SMILES (Canonical) CC(=O)OCC1(CCCC2(C1CCC3(C2CC(C4(C3CC=C5C4C(OC5)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]4[C@@H](OC5)O)C)OC(=O)C)C)C)C
InChI InChI=1S/C29H44O6/c1-17(30)34-16-26(3)11-7-12-27(4)20(26)10-13-28(5)21-9-8-19-15-33-25(32)24(19)29(21,6)23(14-22(27)28)35-18(2)31/h8,20-25,32H,7,9-16H2,1-6H3/t20-,21-,22+,23-,24+,25+,26-,27-,28+,29+/m0/s1
InChI Key MFJSUEVEAFGHEI-OQNNZWPNSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C29H44O6
Molecular Weight 488.70 g/mol
Exact Mass 488.31378912 g/mol
Topological Polar Surface Area (TPSA) 82.10 Ų
XlogP 5.10
Atomic LogP (AlogP) 5.03
H-Bond Acceptor 6
H-Bond Donor 1
Rotatable Bonds 3

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of [(1R,5aS,5bS,7aR,8R,11aR,11bR,13S,13aS,13bS)-13-acetyloxy-1-hydroxy-5b,8,11a,13a-tetramethyl-1,3,5,5a,6,7,7a,9,10,11,11b,12,13,13b-tetradecahydrophenanthro[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 + 0.9867 98.67%
Caco-2 - 0.6265 62.65%
Blood Brain Barrier + 0.7250 72.50%
Human oral bioavailability - 0.5714 57.14%
Subcellular localzation Mitochondria 0.8782 87.82%
OATP2B1 inhibitior - 0.8597 85.97%
OATP1B1 inhibitior + 0.8416 84.16%
OATP1B3 inhibitior + 0.9030 90.30%
MATE1 inhibitior - 0.9200 92.00%
OCT2 inhibitior + 0.5479 54.79%
BSEP inhibitior + 0.9126 91.26%
P-glycoprotein inhibitior + 0.6769 67.69%
P-glycoprotein substrate - 0.6165 61.65%
CYP3A4 substrate + 0.7045 70.45%
CYP2C9 substrate - 0.8021 80.21%
CYP2D6 substrate - 0.8685 86.85%
CYP3A4 inhibition - 0.6491 64.91%
CYP2C9 inhibition - 0.8048 80.48%
CYP2C19 inhibition - 0.8472 84.72%
CYP2D6 inhibition - 0.9267 92.67%
CYP1A2 inhibition - 0.7434 74.34%
CYP2C8 inhibition + 0.6085 60.85%
CYP inhibitory promiscuity - 0.8010 80.10%
UGT catelyzed - 0.7000 70.00%
Carcinogenicity (binary) - 0.9900 99.00%
Carcinogenicity (trinary) Non-required 0.5864 58.64%
Eye corrosion - 0.9909 99.09%
Eye irritation - 0.9382 93.82%
Skin irritation + 0.5000 50.00%
Skin corrosion - 0.9441 94.41%
Ames mutagenesis - 0.6523 65.23%
Human Ether-a-go-go-Related Gene inhibition + 0.6937 69.37%
Micronuclear - 0.7600 76.00%
Hepatotoxicity - 0.5851 58.51%
skin sensitisation - 0.9088 90.88%
Respiratory toxicity - 0.6333 63.33%
Reproductive toxicity + 0.9444 94.44%
Mitochondrial toxicity + 0.5375 53.75%
Nephrotoxicity - 0.7528 75.28%
Acute Oral Toxicity (c) III 0.6456 64.56%
Estrogen receptor binding + 0.8352 83.52%
Androgen receptor binding + 0.6312 63.12%
Thyroid receptor binding - 0.5765 57.65%
Glucocorticoid receptor binding + 0.7340 73.40%
Aromatase binding + 0.7047 70.47%
PPAR gamma + 0.6652 66.52%
Honey bee toxicity - 0.7023 70.23%
Biodegradation - 0.7250 72.50%
Crustacea aquatic toxicity - 0.5355 53.55%
Fish aquatic toxicity + 0.9955 99.55%

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 97.46% 96.09%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 96.93% 91.11%
CHEMBL253 P34972 Cannabinoid CB2 receptor 93.86% 97.25%
CHEMBL3137262 O60341 LSD1/CoREST complex 93.20% 97.09%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 93.19% 94.45%
CHEMBL2782 P35610 Acyl coenzyme A:cholesterol acyltransferase 1 93.13% 91.65%
CHEMBL1293249 Q13887 Kruppel-like factor 5 89.91% 86.33%
CHEMBL5028 O14672 ADAM10 87.56% 97.50%
CHEMBL2581 P07339 Cathepsin D 86.98% 98.95%
CHEMBL1994 P08235 Mineralocorticoid receptor 86.79% 100.00%
CHEMBL340 P08684 Cytochrome P450 3A4 86.54% 91.19%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 84.75% 92.62%
CHEMBL1806 P11388 DNA topoisomerase II alpha 84.45% 89.00%
CHEMBL4026 P40763 Signal transducer and activator of transcription 3 83.72% 82.69%
CHEMBL3922 P50579 Methionine aminopeptidase 2 82.26% 97.28%
CHEMBL5608 Q16288 NT-3 growth factor receptor 82.21% 95.89%
CHEMBL237 P41145 Kappa opioid receptor 82.04% 98.10%
CHEMBL241 Q14432 Phosphodiesterase 3A 81.86% 92.94%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 80.66% 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 162986580
LOTUS LTS0030979
wikiData Q105162775