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[(2'S,3S,5aS,5bR,7aR,8S,11aR,11bR,13S,13aS)-2',3,5b,11a,13a-pentamethyl-1-oxospiro[4,5,5a,6,7,7a,9,10,11,11b,12,13-dodecahydro-3H-phenanthro[2,1-e][2]benzofuran-8,1'-cyclopropane]-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 54ead61f-c24b-47b8-b825-deee6e1caf3f
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Sesterterpenoids > Scalarane sesterterpenoids
IUPAC Name [(2'S,3S,5aS,5bR,7aR,8S,11aR,11bR,13S,13aS)-2',3,5b,11a,13a-pentamethyl-1-oxospiro[4,5,5a,6,7,7a,9,10,11,11b,12,13-dodecahydro-3H-phenanthro[2,1-e][2]benzofuran-8,1'-cyclopropane]-13-yl] 3-hydroxypentanoate
SMILES (Canonical) CCC(CC(=O)OC1CC2C3(CCCC4(C3CCC2(C5C1(C6=C(CC5)C(OC6=O)C)C)C)CC4C)C)O
SMILES (Isomeric) CCC(CC(=O)O[C@H]1C[C@@H]2[C@]3(CCC[C@]4([C@@H]3CC[C@]2([C@H]5[C@]1(C6=C(CC5)[C@@H](OC6=O)C)C)C)C[C@@H]4C)C)O
InChI InChI=1S/C32H48O5/c1-7-20(33)15-26(34)37-25-16-24-29(4)12-8-13-32(17-18(32)2)23(29)11-14-30(24,5)22-10-9-21-19(3)36-28(35)27(21)31(22,25)6/h18-20,22-25,33H,7-17H2,1-6H3/t18-,19-,20?,22-,23+,24+,25-,29-,30-,31+,32-/m0/s1
InChI Key VTWDFCFLADSFES-PSVZLXQZSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C32H48O5
Molecular Weight 512.70 g/mol
Exact Mass 512.35017463 g/mol
Topological Polar Surface Area (TPSA) 72.80 Ų
XlogP 7.20
Atomic LogP (AlogP) 6.37
H-Bond Acceptor 5
H-Bond Donor 1
Rotatable Bonds 4

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of [(2'S,3S,5aS,5bR,7aR,8S,11aR,11bR,13S,13aS)-2',3,5b,11a,13a-pentamethyl-1-oxospiro[4,5,5a,6,7,7a,9,10,11,11b,12,13-dodecahydro-3H-phenanthro[2,1-e][2]benzofuran-8,1'-cyclopropane]-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 + 0.9961 99.61%
Caco-2 - 0.6268 62.68%
Blood Brain Barrier + 0.8500 85.00%
Human oral bioavailability - 0.6000 60.00%
Subcellular localzation Mitochondria 0.6507 65.07%
OATP2B1 inhibitior - 0.7134 71.34%
OATP1B1 inhibitior + 0.8557 85.57%
OATP1B3 inhibitior + 0.9555 95.55%
MATE1 inhibitior - 0.9200 92.00%
OCT2 inhibitior - 0.6500 65.00%
BSEP inhibitior + 0.8853 88.53%
P-glycoprotein inhibitior + 0.7193 71.93%
P-glycoprotein substrate + 0.5377 53.77%
CYP3A4 substrate + 0.7153 71.53%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8989 89.89%
CYP3A4 inhibition + 0.7036 70.36%
CYP2C9 inhibition - 0.7839 78.39%
CYP2C19 inhibition - 0.8682 86.82%
CYP2D6 inhibition - 0.9380 93.80%
CYP1A2 inhibition - 0.7828 78.28%
CYP2C8 inhibition + 0.5548 55.48%
CYP inhibitory promiscuity - 0.8048 80.48%
UGT catelyzed + 0.8000 80.00%
Carcinogenicity (binary) - 1.0000 100.00%
Carcinogenicity (trinary) Non-required 0.5382 53.82%
Eye corrosion - 0.9909 99.09%
Eye irritation - 0.9089 90.89%
Skin irritation + 0.6617 66.17%
Skin corrosion - 0.9141 91.41%
Ames mutagenesis - 0.6400 64.00%
Human Ether-a-go-go-Related Gene inhibition - 0.4489 44.89%
Micronuclear - 0.6400 64.00%
Hepatotoxicity - 0.5250 52.50%
skin sensitisation - 0.8356 83.56%
Respiratory toxicity + 0.6556 65.56%
Reproductive toxicity + 0.9667 96.67%
Mitochondrial toxicity + 0.9500 95.00%
Nephrotoxicity - 0.8470 84.70%
Acute Oral Toxicity (c) III 0.5441 54.41%
Estrogen receptor binding + 0.7492 74.92%
Androgen receptor binding + 0.6511 65.11%
Thyroid receptor binding - 0.4909 49.09%
Glucocorticoid receptor binding + 0.8513 85.13%
Aromatase binding + 0.7892 78.92%
PPAR gamma + 0.6863 68.63%
Honey bee toxicity - 0.7265 72.65%
Biodegradation - 0.8500 85.00%
Crustacea aquatic toxicity + 0.5600 56.00%
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 98.79% 97.25%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 97.06% 91.11%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 96.98% 96.09%
CHEMBL3137262 O60341 LSD1/CoREST complex 94.59% 97.09%
CHEMBL4026 P40763 Signal transducer and activator of transcription 3 93.61% 82.69%
CHEMBL4685 P14902 Indoleamine 2,3-dioxygenase 91.48% 96.38%
CHEMBL2581 P07339 Cathepsin D 89.76% 98.95%
CHEMBL1806 P11388 DNA topoisomerase II alpha 89.47% 89.00%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 89.47% 95.56%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 89.22% 92.62%
CHEMBL237 P41145 Kappa opioid receptor 87.05% 98.10%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 86.97% 97.14%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 86.31% 99.23%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 85.65% 94.45%
CHEMBL299 P17252 Protein kinase C alpha 83.55% 98.03%
CHEMBL1293249 Q13887 Kruppel-like factor 5 82.51% 86.33%
CHEMBL1994 P08235 Mineralocorticoid receptor 82.25% 100.00%
CHEMBL3130 O00329 PI3-kinase p110-delta subunit 82.03% 96.47%
CHEMBL340 P08684 Cytochrome P450 3A4 81.96% 91.19%
CHEMBL3351 Q13085 Acetyl-CoA carboxylase 1 81.18% 93.04%
CHEMBL5255 O00206 Toll-like receptor 4 81.08% 92.50%
CHEMBL5028 O14672 ADAM10 80.06% 97.50%

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 11799934
LOTUS LTS0210341
wikiData Q105293038