Scuterivulactone D

Details

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Internal ID f2d30d0b-ad63-4102-840d-b0b26b72ac97
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Terpene lactones > Diterpene lactones
IUPAC Name [(1S,3S,4R,4aR,7R,8R,8aS)-3,7,8-trihydroxy-3,4,8,8a-tetramethyl-4-[(E)-2-(5-oxo-2H-furan-3-yl)ethenyl]-1,2,4a,5,6,7-hexahydronaphthalen-1-yl] benzoate
SMILES (Canonical) CC1(CC(C2(C(C1(C)C=CC3=CC(=O)OC3)CCC(C2(C)O)O)C)OC(=O)C4=CC=CC=C4)O
SMILES (Isomeric) C[C@@]1(C[C@@H]([C@@]2([C@@H]([C@@]1(C)/C=C/C3=CC(=O)OC3)CC[C@H]([C@]2(C)O)O)C)OC(=O)C4=CC=CC=C4)O
InChI InChI=1S/C27H34O7/c1-24(13-12-17-14-22(29)33-16-17)19-10-11-20(28)27(4,32)26(19,3)21(15-25(24,2)31)34-23(30)18-8-6-5-7-9-18/h5-9,12-14,19-21,28,31-32H,10-11,15-16H2,1-4H3/b13-12+/t19-,20-,21+,24-,25+,26+,27+/m1/s1
InChI Key OLMPIDWZCBHRNQ-VBCSIWJFSA-N
Popularity 5 references in papers

Physical and Chemical Properties

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Molecular Formula C27H34O7
Molecular Weight 470.60 g/mol
Exact Mass 470.23045342 g/mol
Topological Polar Surface Area (TPSA) 113.00 Ų
XlogP 2.70
Atomic LogP (AlogP) 2.94
H-Bond Acceptor 7
H-Bond Donor 3
Rotatable Bonds 4

Synonyms

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112609-09-3
Scutellone D
[(1S,3S,4R,4aR,7R,8R,8aS)-3,7,8-trihydroxy-3,4,8,8a-tetramethyl-4-[(E)-2-(5-oxo-2H-furan-3-yl)ethenyl]-1,2,4a,5,6,7-hexahydronaphthalen-1-yl] benzoate
2(5H)-Furanone, 4-(2-(4-(benzoyloxy)decahydro-2,5,6-trihydroxy-1,2,4a,5-tetramethyl-1-naphthalenyl)ethenyl)-, (1alpha(E),2alpha,4beta,4abeta,5alpha,6beta,8aalpha)-(+)-

2D Structure

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2D Structure of Scuterivulactone D

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9781 97.81%
Caco-2 - 0.6620 66.20%
Blood Brain Barrier - 0.5250 52.50%
Human oral bioavailability - 0.6571 65.71%
Subcellular localzation Mitochondria 0.8000 80.00%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.8978 89.78%
OATP1B3 inhibitior + 0.8941 89.41%
MATE1 inhibitior - 1.0000 100.00%
OCT2 inhibitior - 0.7303 73.03%
BSEP inhibitior + 0.9363 93.63%
P-glycoprotein inhibitior + 0.7396 73.96%
P-glycoprotein substrate - 0.5265 52.65%
CYP3A4 substrate + 0.6908 69.08%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8974 89.74%
CYP3A4 inhibition - 0.6731 67.31%
CYP2C9 inhibition - 0.7299 72.99%
CYP2C19 inhibition - 0.8155 81.55%
CYP2D6 inhibition - 0.9195 91.95%
CYP1A2 inhibition - 0.5541 55.41%
CYP2C8 inhibition + 0.6818 68.18%
CYP inhibitory promiscuity - 0.9107 91.07%
UGT catelyzed - 0.5000 50.00%
Carcinogenicity (binary) - 0.9600 96.00%
Carcinogenicity (trinary) Non-required 0.5145 51.45%
Eye corrosion - 0.9928 99.28%
Eye irritation - 0.9442 94.42%
Skin irritation + 0.5000 50.00%
Skin corrosion - 0.9317 93.17%
Ames mutagenesis - 0.6270 62.70%
Human Ether-a-go-go-Related Gene inhibition + 0.6892 68.92%
Micronuclear - 0.6800 68.00%
Hepatotoxicity - 0.5074 50.74%
skin sensitisation - 0.8798 87.98%
Respiratory toxicity + 0.6778 67.78%
Reproductive toxicity + 0.9444 94.44%
Mitochondrial toxicity + 0.8625 86.25%
Nephrotoxicity - 0.7219 72.19%
Acute Oral Toxicity (c) I 0.4617 46.17%
Estrogen receptor binding + 0.8355 83.55%
Androgen receptor binding + 0.7187 71.87%
Thyroid receptor binding + 0.6317 63.17%
Glucocorticoid receptor binding + 0.7987 79.87%
Aromatase binding + 0.8108 81.08%
PPAR gamma + 0.5762 57.62%
Honey bee toxicity - 0.8564 85.64%
Biodegradation - 0.7250 72.50%
Crustacea aquatic toxicity - 0.5500 55.00%
Fish aquatic toxicity + 0.9919 99.19%

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
CHEMBL1293249 Q13887 Kruppel-like factor 5 97.32% 86.33%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 94.96% 91.11%
CHEMBL2581 P07339 Cathepsin D 94.83% 98.95%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 94.25% 95.56%
CHEMBL1951 P21397 Monoamine oxidase A 93.85% 91.49%
CHEMBL221 P23219 Cyclooxygenase-1 93.23% 90.17%
CHEMBL5608 Q16288 NT-3 growth factor receptor 88.06% 95.89%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 87.55% 99.23%
CHEMBL3524 P56524 Histone deacetylase 4 87.42% 92.97%
CHEMBL3475 P05121 Plasminogen activator inhibitor-1 86.75% 83.00%
CHEMBL1994 P08235 Mineralocorticoid receptor 85.79% 100.00%
CHEMBL1806 P11388 DNA topoisomerase II alpha 85.08% 89.00%
CHEMBL240 Q12809 HERG 85.02% 89.76%
CHEMBL1075094 Q16236 Nuclear factor erythroid 2-related factor 2 84.50% 96.00%
CHEMBL2535 P11166 Glucose transporter 83.54% 98.75%
CHEMBL3060 Q9Y345 Glycine transporter 2 82.90% 99.17%
CHEMBL2035 P08912 Muscarinic acetylcholine receptor M5 82.19% 94.62%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 82.02% 96.09%
CHEMBL3137262 O60341 LSD1/CoREST complex 80.89% 97.09%
CHEMBL5028 O14672 ADAM10 80.75% 97.50%

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.
Scutellaria barbata

Cross-Links

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PubChem 6443900
NPASS NPC273072
LOTUS LTS0251297
wikiData Q105194039