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[(2'S,3R,4R,5aS,5bR,7aR,8S,11aR,11bR,13S,13aS)-4-hydroxy-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-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 b747da80-e960-4459-9bf4-5f964e047deb
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Sesterterpenoids > Scalarane sesterterpenoids
IUPAC Name [(2'S,3R,4R,5aS,5bR,7aR,8S,11aR,11bR,13S,13aS)-4-hydroxy-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-hydroxybutanoate
SMILES (Canonical) CC1CC12CCCC3(C2CCC4(C3CC(C5(C4CC(C6=C5C(=O)OC6C)O)C)OC(=O)CC(C)O)C)C
SMILES (Isomeric) C[C@H]1C[C@@]12CCC[C@]3([C@H]2CC[C@@]4([C@@H]3C[C@@H]([C@]5([C@H]4C[C@H](C6=C5C(=O)O[C@@H]6C)O)C)OC(=O)CC(C)O)C)C
InChI InChI=1S/C31H46O6/c1-16-15-31(16)10-7-9-28(4)20(31)8-11-29(5)21(28)14-23(37-24(34)12-17(2)32)30(6)22(29)13-19(33)25-18(3)36-27(35)26(25)30/h16-23,32-33H,7-15H2,1-6H3/t16-,17?,18+,19+,20+,21+,22-,23-,28-,29+,30+,31-/m0/s1
InChI Key GMPQFFRAVQYLDF-LSKKXCJLSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C31H46O6
Molecular Weight 514.70 g/mol
Exact Mass 514.32943918 g/mol
Topological Polar Surface Area (TPSA) 93.10 Ų
XlogP 5.40
Atomic LogP (AlogP) 4.95
H-Bond Acceptor 6
H-Bond Donor 2
Rotatable Bonds 3

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of [(2'S,3R,4R,5aS,5bR,7aR,8S,11aR,11bR,13S,13aS)-4-hydroxy-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-hydroxybutanoate

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9917 99.17%
Caco-2 - 0.6581 65.81%
Blood Brain Barrier + 0.8500 85.00%
Human oral bioavailability - 0.6143 61.43%
Subcellular localzation Mitochondria 0.7276 72.76%
OATP2B1 inhibitior - 0.7116 71.16%
OATP1B1 inhibitior + 0.8638 86.38%
OATP1B3 inhibitior + 0.9324 93.24%
MATE1 inhibitior - 0.9200 92.00%
OCT2 inhibitior - 0.6271 62.71%
BSEP inhibitior + 0.8753 87.53%
P-glycoprotein inhibitior + 0.6499 64.99%
P-glycoprotein substrate + 0.5234 52.34%
CYP3A4 substrate + 0.7196 71.96%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8989 89.89%
CYP3A4 inhibition + 0.6034 60.34%
CYP2C9 inhibition - 0.8191 81.91%
CYP2C19 inhibition - 0.9274 92.74%
CYP2D6 inhibition - 0.9493 94.93%
CYP1A2 inhibition - 0.6867 68.67%
CYP2C8 inhibition + 0.4496 44.96%
CYP inhibitory promiscuity - 0.8454 84.54%
UGT catelyzed + 0.7000 70.00%
Carcinogenicity (binary) - 0.9900 99.00%
Carcinogenicity (trinary) Non-required 0.4821 48.21%
Eye corrosion - 0.9914 99.14%
Eye irritation - 0.9030 90.30%
Skin irritation + 0.6361 63.61%
Skin corrosion - 0.9187 91.87%
Ames mutagenesis - 0.5900 59.00%
Human Ether-a-go-go-Related Gene inhibition - 0.5402 54.02%
Micronuclear - 0.6300 63.00%
Hepatotoxicity - 0.6384 63.84%
skin sensitisation - 0.8377 83.77%
Respiratory toxicity + 0.6889 68.89%
Reproductive toxicity + 0.9667 96.67%
Mitochondrial toxicity + 0.9500 95.00%
Nephrotoxicity - 0.8231 82.31%
Acute Oral Toxicity (c) I 0.4923 49.23%
Estrogen receptor binding + 0.7041 70.41%
Androgen receptor binding + 0.6519 65.19%
Thyroid receptor binding - 0.5166 51.66%
Glucocorticoid receptor binding + 0.7988 79.88%
Aromatase binding + 0.7795 77.95%
PPAR gamma + 0.6732 67.32%
Honey bee toxicity - 0.7201 72.01%
Biodegradation - 0.9250 92.50%
Crustacea aquatic toxicity - 0.5000 50.00%
Fish aquatic toxicity + 0.9934 99.34%

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 97.08% 97.25%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 96.81% 96.09%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 96.23% 91.11%
CHEMBL3137262 O60341 LSD1/CoREST complex 92.54% 97.09%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 90.71% 95.56%
CHEMBL4026 P40763 Signal transducer and activator of transcription 3 89.78% 82.69%
CHEMBL2581 P07339 Cathepsin D 89.69% 98.95%
CHEMBL237 P41145 Kappa opioid receptor 89.52% 98.10%
CHEMBL299 P17252 Protein kinase C alpha 89.42% 98.03%
CHEMBL1806 P11388 DNA topoisomerase II alpha 88.85% 89.00%
CHEMBL4685 P14902 Indoleamine 2,3-dioxygenase 88.79% 96.38%
CHEMBL2007 P16234 Platelet-derived growth factor receptor alpha 88.46% 91.07%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 87.66% 97.14%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 85.77% 92.62%
CHEMBL5103 Q969S8 Histone deacetylase 10 84.27% 90.08%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 83.56% 85.14%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 83.43% 99.23%
CHEMBL5608 Q16288 NT-3 growth factor receptor 82.95% 95.89%
CHEMBL2413 P32246 C-C chemokine receptor type 1 82.47% 89.50%
CHEMBL340 P08684 Cytochrome P450 3A4 82.13% 91.19%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 82.06% 94.45%
CHEMBL5028 O14672 ADAM10 81.31% 97.50%
CHEMBL1907600 Q00535 Cyclin-dependent kinase 5/CDK5 activator 1 81.13% 93.03%
CHEMBL1293316 Q9HBX9 Relaxin receptor 1 80.67% 82.50%
CHEMBL4051 P13569 Cystic fibrosis transmembrane conductance regulator 80.62% 95.71%
CHEMBL4227 P25090 Lipoxin A4 receptor 80.30% 100.00%

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 10697156
LOTUS LTS0064709
wikiData Q105012065