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[(5aS,5bS,7S,7aS,11aS,11bS,13aS)-7-hydroxy-5b,8,8,13a-tetramethyl-3-oxo-4,5,5a,6,7,7a,9,10,11,11b,12,13-dodecahydro-1H-phenanthro[2,1-e][2]benzouran-11a-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 63f8a155-7d29-4f20-b6d2-65f0999c234a
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Sesterterpenoids > Scalarane sesterterpenoids
IUPAC Name [(5aS,5bS,7S,7aS,11aS,11bS,13aS)-7-hydroxy-5b,8,8,13a-tetramethyl-3-oxo-4,5,5a,6,7,7a,9,10,11,11b,12,13-dodecahydro-1H-phenanthro[2,1-e][2]benzofuran-11a-yl]methyl acetate
SMILES (Canonical) CC(=O)OCC12CCCC(C1C(CC3(C2CCC4(C3CCC5=C4COC5=O)C)C)O)(C)C
SMILES (Isomeric) CC(=O)OC[C@]12CCCC([C@@H]1[C@H](C[C@@]3([C@@H]2CC[C@]4([C@H]3CCC5=C4COC5=O)C)C)O)(C)C
InChI InChI=1S/C27H40O5/c1-16(28)32-15-27-11-6-10-24(2,3)22(27)19(29)13-26(5)20-8-7-17-18(14-31-23(17)30)25(20,4)12-9-21(26)27/h19-22,29H,6-15H2,1-5H3/t19-,20+,21-,22-,25+,26-,27-/m0/s1
InChI Key VOWJYLPWDXLKDR-WYRWBKOKSA-N
Popularity 1 reference in papers

Physical and Chemical Properties

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Molecular Formula C27H40O5
Molecular Weight 444.60 g/mol
Exact Mass 444.28757437 g/mol
Topological Polar Surface Area (TPSA) 72.80 Ų
XlogP 5.20
Atomic LogP (AlogP) 4.81
H-Bond Acceptor 5
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 [(5aS,5bS,7S,7aS,11aS,11bS,13aS)-7-hydroxy-5b,8,8,13a-tetramethyl-3-oxo-4,5,5a,6,7,7a,9,10,11,11b,12,13-dodecahydro-1H-phenanthro[2,1-e][2]benzouran-11a-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 + 0.9864 98.64%
Caco-2 + 0.5501 55.01%
Blood Brain Barrier + 0.6750 67.50%
Human oral bioavailability - 0.5857 58.57%
Subcellular localzation Mitochondria 0.8457 84.57%
OATP2B1 inhibitior - 0.8689 86.89%
OATP1B1 inhibitior + 0.8240 82.40%
OATP1B3 inhibitior + 0.9296 92.96%
MATE1 inhibitior - 0.9200 92.00%
OCT2 inhibitior + 0.5750 57.50%
BSEP inhibitior + 0.9771 97.71%
P-glycoprotein inhibitior + 0.5947 59.47%
P-glycoprotein substrate - 0.6934 69.34%
CYP3A4 substrate + 0.6826 68.26%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.9055 90.55%
CYP3A4 inhibition - 0.7625 76.25%
CYP2C9 inhibition - 0.7342 73.42%
CYP2C19 inhibition - 0.8193 81.93%
CYP2D6 inhibition - 0.8725 87.25%
CYP1A2 inhibition - 0.8302 83.02%
CYP2C8 inhibition - 0.5580 55.80%
CYP inhibitory promiscuity - 0.8554 85.54%
UGT catelyzed + 0.6000 60.00%
Carcinogenicity (binary) - 0.9600 96.00%
Carcinogenicity (trinary) Non-required 0.5753 57.53%
Eye corrosion - 0.9882 98.82%
Eye irritation - 0.9209 92.09%
Skin irritation - 0.5439 54.39%
Skin corrosion - 0.9442 94.42%
Ames mutagenesis - 0.5400 54.00%
Human Ether-a-go-go-Related Gene inhibition - 0.4610 46.10%
Micronuclear - 0.7700 77.00%
Hepatotoxicity - 0.6125 61.25%
skin sensitisation - 0.8261 82.61%
Respiratory toxicity + 0.5889 58.89%
Reproductive toxicity + 0.8889 88.89%
Mitochondrial toxicity + 0.7750 77.50%
Nephrotoxicity + 0.5187 51.87%
Acute Oral Toxicity (c) III 0.7754 77.54%
Estrogen receptor binding + 0.8079 80.79%
Androgen receptor binding + 0.6897 68.97%
Thyroid receptor binding + 0.5311 53.11%
Glucocorticoid receptor binding + 0.8202 82.02%
Aromatase binding + 0.7491 74.91%
PPAR gamma + 0.7022 70.22%
Honey bee toxicity - 0.8298 82.98%
Biodegradation - 0.8250 82.50%
Crustacea aquatic toxicity - 0.6400 64.00%
Fish aquatic toxicity + 0.9900 99.00%

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
CHEMBL253 P34972 Cannabinoid CB2 receptor 98.61% 97.25%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 98.19% 91.11%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 96.95% 94.45%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 96.15% 96.09%
CHEMBL2581 P07339 Cathepsin D 94.99% 98.95%
CHEMBL3137262 O60341 LSD1/CoREST complex 92.25% 97.09%
CHEMBL4026 P40763 Signal transducer and activator of transcription 3 92.21% 82.69%
CHEMBL1994 P08235 Mineralocorticoid receptor 90.61% 100.00%
CHEMBL1293249 Q13887 Kruppel-like factor 5 89.44% 86.33%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 86.22% 92.62%
CHEMBL1806 P11388 DNA topoisomerase II alpha 86.05% 89.00%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 85.98% 95.56%
CHEMBL3351 Q13085 Acetyl-CoA carboxylase 1 85.50% 93.04%
CHEMBL4303 P08238 Heat shock protein HSP 90-beta 82.02% 96.77%
CHEMBL5028 O14672 ADAM10 81.59% 97.50%
CHEMBL5608 Q16288 NT-3 growth factor receptor 81.49% 95.89%
CHEMBL221 P23219 Cyclooxygenase-1 81.28% 90.17%
CHEMBL2664 P23526 Adenosylhomocysteinase 80.49% 86.67%
CHEMBL259 P32245 Melanocortin receptor 4 80.46% 95.38%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 80.23% 99.23%

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 146684323
LOTUS LTS0193366
wikiData Q105290483