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[(3S,5aS,5bR,7aS,8S,11aS,11bR,13S,13aS)-8-ethyl-3,5b,8,11a,13a-pentamethyl-1-oxo-4,5,5a,6,7,7a,9,10,11,11b,12,13-dodecahydro-3H-phenanthro[2,1-e][2]benzofuran-13-yl] (3S)-3-hydroxypentanoate

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 c3c5fb86-a60b-4de1-8f60-192498afe939
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Sesterterpenoids > Scalarane sesterterpenoids
IUPAC Name [(3S,5aS,5bR,7aS,8S,11aS,11bR,13S,13aS)-8-ethyl-3,5b,8,11a,13a-pentamethyl-1-oxo-4,5,5a,6,7,7a,9,10,11,11b,12,13-dodecahydro-3H-phenanthro[2,1-e][2]benzofuran-13-yl] (3S)-3-hydroxypentanoate
SMILES (Canonical) CCC(CC(=O)OC1CC2C3(CCCC(C3CCC2(C4C1(C5=C(CC4)C(OC5=O)C)C)C)(C)CC)C)O
SMILES (Isomeric) CC[C@@H](CC(=O)O[C@H]1C[C@@H]2[C@]3(CCC[C@]([C@@H]3CC[C@]2([C@H]4[C@]1(C5=C(CC4)[C@@H](OC5=O)C)C)C)(C)CC)C)O
InChI InChI=1S/C32H50O5/c1-8-20(33)17-26(34)37-25-18-24-30(5)15-10-14-29(4,9-2)22(30)13-16-31(24,6)23-12-11-21-19(3)36-28(35)27(21)32(23,25)7/h19-20,22-25,33H,8-18H2,1-7H3/t19-,20-,22-,23-,24+,25-,29-,30-,31-,32+/m0/s1
InChI Key UNLCDDLRZDCHNJ-CQQYDWTJSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C32H50O5
Molecular Weight 514.70 g/mol
Exact Mass 514.36582469 g/mol
Topological Polar Surface Area (TPSA) 72.80 Ų
XlogP 7.70
Atomic LogP (AlogP) 6.76
H-Bond Acceptor 5
H-Bond Donor 1
Rotatable Bonds 5

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of [(3S,5aS,5bR,7aS,8S,11aS,11bR,13S,13aS)-8-ethyl-3,5b,8,11a,13a-pentamethyl-1-oxo-4,5,5a,6,7,7a,9,10,11,11b,12,13-dodecahydro-3H-phenanthro[2,1-e][2]benzofuran-13-yl] (3S)-3-hydroxypentanoate

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9963 99.63%
Caco-2 - 0.5833 58.33%
Blood Brain Barrier + 0.8500 85.00%
Human oral bioavailability - 0.5857 58.57%
Subcellular localzation Mitochondria 0.6481 64.81%
OATP2B1 inhibitior - 0.7170 71.70%
OATP1B1 inhibitior + 0.8505 85.05%
OATP1B3 inhibitior + 0.9523 95.23%
MATE1 inhibitior - 0.9200 92.00%
OCT2 inhibitior - 0.6250 62.50%
BSEP inhibitior + 0.9086 90.86%
P-glycoprotein inhibitior + 0.7364 73.64%
P-glycoprotein substrate + 0.5079 50.79%
CYP3A4 substrate + 0.7085 70.85%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.9055 90.55%
CYP3A4 inhibition + 0.6874 68.74%
CYP2C9 inhibition - 0.8304 83.04%
CYP2C19 inhibition - 0.8870 88.70%
CYP2D6 inhibition - 0.9416 94.16%
CYP1A2 inhibition - 0.8092 80.92%
CYP2C8 inhibition + 0.5359 53.59%
CYP inhibitory promiscuity - 0.8423 84.23%
UGT catelyzed + 0.8000 80.00%
Carcinogenicity (binary) - 1.0000 100.00%
Carcinogenicity (trinary) Non-required 0.5405 54.05%
Eye corrosion - 0.9913 99.13%
Eye irritation - 0.8927 89.27%
Skin irritation + 0.7113 71.13%
Skin corrosion - 0.9139 91.39%
Ames mutagenesis - 0.6154 61.54%
Human Ether-a-go-go-Related Gene inhibition - 0.4076 40.76%
Micronuclear - 0.7100 71.00%
Hepatotoxicity - 0.5375 53.75%
skin sensitisation - 0.8508 85.08%
Respiratory toxicity + 0.7000 70.00%
Reproductive toxicity + 0.9667 96.67%
Mitochondrial toxicity + 0.9500 95.00%
Nephrotoxicity - 0.8555 85.55%
Acute Oral Toxicity (c) III 0.5526 55.26%
Estrogen receptor binding + 0.7394 73.94%
Androgen receptor binding + 0.6597 65.97%
Thyroid receptor binding + 0.5214 52.14%
Glucocorticoid receptor binding + 0.8392 83.92%
Aromatase binding + 0.8057 80.57%
PPAR gamma + 0.7007 70.07%
Honey bee toxicity - 0.7819 78.19%
Biodegradation - 0.8500 85.00%
Crustacea aquatic toxicity - 0.5800 58.00%
Fish aquatic toxicity + 0.9954 99.54%

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 98.75% 97.25%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 96.35% 96.09%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 95.92% 91.11%
CHEMBL3137262 O60341 LSD1/CoREST complex 94.36% 97.09%
CHEMBL2581 P07339 Cathepsin D 92.53% 98.95%
CHEMBL4685 P14902 Indoleamine 2,3-dioxygenase 91.61% 96.38%
CHEMBL4026 P40763 Signal transducer and activator of transcription 3 91.32% 82.69%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 90.86% 95.56%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 89.99% 92.62%
CHEMBL1806 P11388 DNA topoisomerase II alpha 88.43% 89.00%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 86.88% 97.14%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 85.32% 94.45%
CHEMBL237 P41145 Kappa opioid receptor 85.09% 98.10%
CHEMBL340 P08684 Cytochrome P450 3A4 83.81% 91.19%
CHEMBL5103 Q969S8 Histone deacetylase 10 83.35% 90.08%
CHEMBL299 P17252 Protein kinase C alpha 82.64% 98.03%
CHEMBL3145 P42338 PI3-kinase p110-beta subunit 82.08% 98.75%
CHEMBL3060 Q9Y345 Glycine transporter 2 81.60% 99.17%
CHEMBL1293249 Q13887 Kruppel-like factor 5 81.60% 86.33%
CHEMBL3091268 Q92753 Nuclear receptor ROR-beta 81.53% 95.50%
CHEMBL5028 O14672 ADAM10 81.43% 97.50%
CHEMBL2274 Q9H228 Sphingosine 1-phosphate receptor Edg-8 81.43% 100.00%
CHEMBL5255 O00206 Toll-like receptor 4 81.18% 92.50%
CHEMBL5608 Q16288 NT-3 growth factor receptor 81.17% 95.89%
CHEMBL2413 P32246 C-C chemokine receptor type 1 81.16% 89.50%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 81.09% 99.23%
CHEMBL5555 O00767 Acyl-CoA desaturase 80.28% 97.50%
CHEMBL3130 O00329 PI3-kinase p110-delta subunit 80.28% 96.47%

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 162849139
LOTUS LTS0219861
wikiData Q105276032