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[(3R,5aS,5bR,7aR,8S,11aR,11bR,13S,13aS)-8-(1-acetyloxyethyl)-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] 3-hydroxybutanoate

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 7940ce28-eed2-4cce-89bb-80dd28f50b73
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Sesterterpenoids > Scalarane sesterterpenoids
IUPAC Name [(3R,5aS,5bR,7aR,8S,11aR,11bR,13S,13aS)-8-(1-acetyloxyethyl)-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] 3-hydroxybutanoate
SMILES (Canonical)
SMILES (Isomeric)
InChI InChI=1S/C33H50O7/c1-18(34)16-27(36)40-26-17-25-31(6)14-9-13-30(5,20(3)39-21(4)35)23(31)12-15-32(25,7)24-11-10-22-19(2)38-29(37)28(22)33(24,26)8/h18-20,23-26,34H,9-17H2,1-8H3/t18?,19-,20?,23+,24+,25-,26+,30-,31+,32+,33-/m1/s1
InChI Key CCSDAFQOJRPGKA-DVFCBSRDSA-N
Popularity 2 references in papers

Physical and Chemical Properties

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Molecular Formula C33H50O7
Molecular Weight 558.70 g/mol
Exact Mass 558.35565393 g/mol
Topological Polar Surface Area (TPSA) 99.10 Ų
XlogP 6.20
Atomic LogP (AlogP) 5.91
H-Bond Acceptor 7
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 [(3R,5aS,5bR,7aR,8S,11aR,11bR,13S,13aS)-8-(1-acetyloxyethyl)-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] 3-hydroxybutanoate

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9939 99.39%
Caco-2 - 0.7129 71.29%
Blood Brain Barrier + 0.8500 85.00%
Human oral bioavailability - 0.7714 77.14%
Subcellular localzation Mitochondria 0.7132 71.32%
OATP2B1 inhibitior - 0.7154 71.54%
OATP1B1 inhibitior + 0.8455 84.55%
OATP1B3 inhibitior + 0.8883 88.83%
MATE1 inhibitior - 0.9200 92.00%
OCT2 inhibitior - 0.6271 62.71%
BSEP inhibitior + 0.9581 95.81%
P-glycoprotein inhibitior + 0.7521 75.21%
P-glycoprotein substrate + 0.5274 52.74%
CYP3A4 substrate + 0.7275 72.75%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.9055 90.55%
CYP3A4 inhibition + 0.5369 53.69%
CYP2C9 inhibition - 0.8450 84.50%
CYP2C19 inhibition - 0.9326 93.26%
CYP2D6 inhibition - 0.9550 95.50%
CYP1A2 inhibition - 0.7261 72.61%
CYP2C8 inhibition + 0.5414 54.14%
CYP inhibitory promiscuity - 0.9018 90.18%
UGT catelyzed + 0.8000 80.00%
Carcinogenicity (binary) - 0.9900 99.00%
Carcinogenicity (trinary) Non-required 0.5435 54.35%
Eye corrosion - 0.9913 99.13%
Eye irritation - 0.8901 89.01%
Skin irritation + 0.6906 69.06%
Skin corrosion - 0.9129 91.29%
Ames mutagenesis - 0.5600 56.00%
Human Ether-a-go-go-Related Gene inhibition - 0.4872 48.72%
Micronuclear - 0.6900 69.00%
Hepatotoxicity + 0.5070 50.70%
skin sensitisation - 0.8496 84.96%
Respiratory toxicity + 0.6778 67.78%
Reproductive toxicity + 0.9667 96.67%
Mitochondrial toxicity + 0.9625 96.25%
Nephrotoxicity - 0.8351 83.51%
Acute Oral Toxicity (c) III 0.3973 39.73%
Estrogen receptor binding + 0.7478 74.78%
Androgen receptor binding + 0.6476 64.76%
Thyroid receptor binding - 0.4883 48.83%
Glucocorticoid receptor binding + 0.7849 78.49%
Aromatase binding + 0.7819 78.19%
PPAR gamma + 0.7237 72.37%
Honey bee toxicity - 0.7543 75.43%
Biodegradation - 0.8000 80.00%
Crustacea aquatic toxicity - 0.5300 53.00%
Fish aquatic toxicity + 0.9931 99.31%

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 97.39% 97.25%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 97.32% 91.11%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 96.06% 85.14%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 95.38% 96.09%
CHEMBL2581 P07339 Cathepsin D 93.07% 98.95%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 91.75% 94.45%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 90.08% 95.56%
CHEMBL3137262 O60341 LSD1/CoREST complex 89.65% 97.09%
CHEMBL1806 P11388 DNA topoisomerase II alpha 89.35% 89.00%
CHEMBL2413 P32246 C-C chemokine receptor type 1 88.77% 89.50%
CHEMBL237 P41145 Kappa opioid receptor 88.33% 98.10%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 88.31% 92.62%
CHEMBL4026 P40763 Signal transducer and activator of transcription 3 88.19% 82.69%
CHEMBL340 P08684 Cytochrome P450 3A4 85.54% 91.19%
CHEMBL3975 P09467 Fructose-1,6-bisphosphatase 85.54% 92.95%
CHEMBL299 P17252 Protein kinase C alpha 85.00% 98.03%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 84.76% 99.23%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 84.50% 97.14%
CHEMBL5103 Q969S8 Histone deacetylase 10 84.36% 90.08%
CHEMBL5028 O14672 ADAM10 84.12% 97.50%
CHEMBL1293316 Q9HBX9 Relaxin receptor 1 82.22% 82.50%
CHEMBL5608 Q16288 NT-3 growth factor receptor 80.65% 95.89%
CHEMBL3091268 Q92753 Nuclear receptor ROR-beta 80.20% 95.50%

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 10530873
LOTUS LTS0058562
wikiData Q104953806