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[(3S,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-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 229d62f6-4d32-46fe-88de-b10e6a7badd1
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Sesterterpenoids > Scalarane sesterterpenoids
IUPAC Name [(3S,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-hydroxypentanoate
SMILES (Canonical)
SMILES (Isomeric)
InChI InChI=1S/C34H52O7/c1-9-22(36)17-28(37)41-27-18-26-32(6)15-10-14-31(5,20(3)40-21(4)35)24(32)13-16-33(26,7)25-12-11-23-19(2)39-30(38)29(23)34(25,27)8/h19-20,22,24-27,36H,9-18H2,1-8H3/t19-,20?,22?,24-,25-,26+,27-,31+,32-,33-,34+/m0/s1
InChI Key GBTJXNUSKMXKNC-NEWZQJQWSA-N
Popularity 2 references in papers

Physical and Chemical Properties

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Molecular Formula C34H52O7
Molecular Weight 572.80 g/mol
Exact Mass 572.37130399 g/mol
Topological Polar Surface Area (TPSA) 99.10 Ų
XlogP 6.80
Atomic LogP (AlogP) 6.30
H-Bond Acceptor 7
H-Bond Donor 1
Rotatable Bonds 6

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of [(3S,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-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 - 0.7253 72.53%
Blood Brain Barrier + 0.8500 85.00%
Human oral bioavailability - 0.7714 77.14%
Subcellular localzation Mitochondria 0.6481 64.81%
OATP2B1 inhibitior - 0.7135 71.35%
OATP1B1 inhibitior + 0.8307 83.07%
OATP1B3 inhibitior + 0.9523 95.23%
MATE1 inhibitior - 0.9200 92.00%
OCT2 inhibitior - 0.6250 62.50%
BSEP inhibitior + 0.9760 97.60%
P-glycoprotein inhibitior + 0.7782 77.82%
P-glycoprotein substrate + 0.5869 58.69%
CYP3A4 substrate + 0.7217 72.17%
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 + 0.5974 59.74%
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 - 0.8982 89.82%
Skin irritation + 0.7113 71.13%
Skin corrosion - 0.9139 91.39%
Ames mutagenesis - 0.6100 61.00%
Human Ether-a-go-go-Related Gene inhibition - 0.3951 39.51%
Micronuclear - 0.7100 71.00%
Hepatotoxicity - 0.5055 50.55%
skin sensitisation - 0.8508 85.08%
Respiratory toxicity + 0.6778 67.78%
Reproductive toxicity + 0.9667 96.67%
Mitochondrial toxicity + 0.9500 95.00%
Nephrotoxicity - 0.8724 87.24%
Acute Oral Toxicity (c) III 0.5526 55.26%
Estrogen receptor binding + 0.7396 73.96%
Androgen receptor binding + 0.6701 67.01%
Thyroid receptor binding - 0.5099 50.99%
Glucocorticoid receptor binding + 0.7735 77.35%
Aromatase binding + 0.7669 76.69%
PPAR gamma + 0.7038 70.38%
Honey bee toxicity - 0.7616 76.16%
Biodegradation - 0.8000 80.00%
Crustacea aquatic toxicity - 0.5700 57.00%
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 99.26% 97.25%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 97.58% 91.11%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 96.14% 96.09%
CHEMBL2581 P07339 Cathepsin D 95.26% 98.95%
CHEMBL4026 P40763 Signal transducer and activator of transcription 3 93.20% 82.69%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 92.77% 85.14%
CHEMBL3137262 O60341 LSD1/CoREST complex 91.69% 97.09%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 91.02% 94.45%
CHEMBL1806 P11388 DNA topoisomerase II alpha 90.31% 89.00%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 90.06% 92.62%
CHEMBL237 P41145 Kappa opioid receptor 89.92% 98.10%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 88.82% 95.56%
CHEMBL3145 P42338 PI3-kinase p110-beta subunit 87.84% 98.75%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 86.56% 99.23%
CHEMBL2413 P32246 C-C chemokine receptor type 1 86.55% 89.50%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 86.12% 97.14%
CHEMBL3130 O00329 PI3-kinase p110-delta subunit 85.06% 96.47%
CHEMBL4685 P14902 Indoleamine 2,3-dioxygenase 84.83% 96.38%
CHEMBL5103 Q969S8 Histone deacetylase 10 84.01% 90.08%
CHEMBL3975 P09467 Fructose-1,6-bisphosphatase 83.31% 92.95%
CHEMBL5028 O14672 ADAM10 82.86% 97.50%
CHEMBL340 P08684 Cytochrome P450 3A4 82.74% 91.19%
CHEMBL1994 P08235 Mineralocorticoid receptor 82.31% 100.00%
CHEMBL299 P17252 Protein kinase C alpha 81.13% 98.03%
CHEMBL1937 Q92769 Histone deacetylase 2 80.92% 94.75%
CHEMBL3091268 Q92753 Nuclear receptor ROR-beta 80.90% 95.50%
CHEMBL2274 Q9H228 Sphingosine 1-phosphate receptor Edg-8 80.18% 100.00%

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 10626920
LOTUS LTS0228794
wikiData Q105006080