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[(1S,4S,5aR,5bR,7aR,11aS,11bS,13R,13aS,13bR)-1-acetyloxy-13-hydroxy-5b,8,8,11a,13a-pentamethyl-1,4,5,5a,6,7,7a,9,10,11,11b,12,13,13b-tetradecahydrophenanthro[2,1-e][2]benzofuran-4-yl] 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 8c6a94cc-8243-4f79-ba72-26309894df7c
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Sesterterpenoids > Scalarane sesterterpenoids
IUPAC Name [(1S,4S,5aR,5bR,7aR,11aS,11bS,13R,13aS,13bR)-1-acetyloxy-13-hydroxy-5b,8,8,11a,13a-pentamethyl-1,4,5,5a,6,7,7a,9,10,11,11b,12,13,13b-tetradecahydrophenanthro[2,1-e][2]benzofuran-4-yl] acetate
SMILES (Canonical) CC(=O)OC1CC2C3(CCC4C(CCCC4(C3CC(C2(C5C1=COC5OC(=O)C)C)O)C)(C)C)C
SMILES (Isomeric) CC(=O)O[C@H]1C[C@@H]2[C@@]3(CC[C@H]4[C@@]([C@@H]3C[C@H]([C@@]2([C@@H]5C1=CO[C@H]5OC(=O)C)C)O)(CCCC4(C)C)C)C
InChI InChI=1S/C29H44O6/c1-16(30)34-19-13-22-28(6)12-9-20-26(3,4)10-8-11-27(20,5)21(28)14-23(32)29(22,7)24-18(19)15-33-25(24)35-17(2)31/h15,19-25,32H,8-14H2,1-7H3/t19-,20+,21-,22+,23+,24+,25-,27-,28+,29+/m0/s1
InChI Key VYIQDOVNWPEWRJ-UAGWJBCLSA-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 5.70
Atomic LogP (AlogP) 5.38
H-Bond Acceptor 6
H-Bond Donor 1
Rotatable Bonds 2

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of [(1S,4S,5aR,5bR,7aR,11aS,11bS,13R,13aS,13bR)-1-acetyloxy-13-hydroxy-5b,8,8,11a,13a-pentamethyl-1,4,5,5a,6,7,7a,9,10,11,11b,12,13,13b-tetradecahydrophenanthro[2,1-e][2]benzofuran-4-yl] acetate

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9917 99.17%
Caco-2 - 0.6559 65.59%
Blood Brain Barrier + 0.7500 75.00%
Human oral bioavailability - 0.6000 60.00%
Subcellular localzation Mitochondria 0.8011 80.11%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.7995 79.95%
OATP1B3 inhibitior + 0.8536 85.36%
MATE1 inhibitior - 0.8800 88.00%
OCT2 inhibitior - 0.5750 57.50%
BSEP inhibitior + 0.9682 96.82%
P-glycoprotein inhibitior + 0.6250 62.50%
P-glycoprotein substrate - 0.7688 76.88%
CYP3A4 substrate + 0.6952 69.52%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8448 84.48%
CYP3A4 inhibition - 0.5722 57.22%
CYP2C9 inhibition - 0.7877 78.77%
CYP2C19 inhibition - 0.8771 87.71%
CYP2D6 inhibition - 0.9433 94.33%
CYP1A2 inhibition - 0.5470 54.70%
CYP2C8 inhibition + 0.6355 63.55%
CYP inhibitory promiscuity - 0.8940 89.40%
UGT catelyzed + 0.7000 70.00%
Carcinogenicity (binary) - 0.9700 97.00%
Carcinogenicity (trinary) Non-required 0.5229 52.29%
Eye corrosion - 0.9909 99.09%
Eye irritation - 0.9085 90.85%
Skin irritation + 0.6533 65.33%
Skin corrosion - 0.9073 90.73%
Ames mutagenesis - 0.6564 65.64%
Human Ether-a-go-go-Related Gene inhibition + 0.6500 65.00%
Micronuclear - 0.6900 69.00%
Hepatotoxicity - 0.6072 60.72%
skin sensitisation - 0.7912 79.12%
Respiratory toxicity + 0.6000 60.00%
Reproductive toxicity + 0.9556 95.56%
Mitochondrial toxicity + 0.9500 95.00%
Nephrotoxicity + 0.5285 52.85%
Acute Oral Toxicity (c) I 0.4876 48.76%
Estrogen receptor binding + 0.8207 82.07%
Androgen receptor binding + 0.6403 64.03%
Thyroid receptor binding + 0.5298 52.98%
Glucocorticoid receptor binding + 0.7976 79.76%
Aromatase binding + 0.7727 77.27%
PPAR gamma + 0.7399 73.99%
Honey bee toxicity - 0.7505 75.05%
Biodegradation - 0.8000 80.00%
Crustacea aquatic toxicity - 0.6255 62.55%
Fish aquatic toxicity + 0.9952 99.52%

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
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 98.56% 91.11%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 92.12% 94.45%
CHEMBL1806 P11388 DNA topoisomerase II alpha 90.43% 89.00%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 89.32% 96.09%
CHEMBL2581 P07339 Cathepsin D 88.85% 98.95%
CHEMBL1994 P08235 Mineralocorticoid receptor 86.97% 100.00%
CHEMBL1293249 Q13887 Kruppel-like factor 5 86.74% 86.33%
CHEMBL3137262 O60341 LSD1/CoREST complex 85.45% 97.09%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 85.40% 95.56%
CHEMBL253 P34972 Cannabinoid CB2 receptor 83.99% 97.25%
CHEMBL2035 P08912 Muscarinic acetylcholine receptor M5 83.81% 94.62%
CHEMBL1821 P08173 Muscarinic acetylcholine receptor M4 83.38% 94.08%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 82.71% 99.23%
CHEMBL4026 P40763 Signal transducer and activator of transcription 3 82.36% 82.69%
CHEMBL5608 Q16288 NT-3 growth factor receptor 81.43% 95.89%
CHEMBL2007 P16234 Platelet-derived growth factor receptor alpha 81.35% 91.07%
CHEMBL4227 P25090 Lipoxin A4 receptor 80.42% 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 162947356
LOTUS LTS0099975
wikiData Q105299009