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decaturin C

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 03a93b86-4bf5-4cf0-9086-a9a279ba1095
Taxonomy Organoheterocyclic compounds > Naphthopyrans
IUPAC Name (1S,2R,6S,7R,10R,12S)-12-hydroxy-5,7,11,11-tetramethyl-6'-pyridin-3-ylspiro[13-oxatetracyclo[10.2.2.01,10.02,7]hexadec-4-ene-6,2'-3H-furo[3,2-c]pyran]-4'-one
SMILES (Canonical) CC1=CCC2C(C13CC4=C(O3)C=C(OC4=O)C5=CN=CC=C5)(CCC6C27CCC(C6(C)C)(OC7)O)C
SMILES (Isomeric) CC1=CC[C@H]2[C@]([C@]13CC4=C(O3)C=C(OC4=O)C5=CN=CC=C5)(CC[C@@H]6[C@]27CC[C@@](C6(C)C)(OC7)O)C
InChI InChI=1S/C30H35NO5/c1-18-7-8-24-27(4,10-9-23-26(2,3)30(33)12-11-28(23,24)17-34-30)29(18)15-20-22(36-29)14-21(35-25(20)32)19-6-5-13-31-16-19/h5-7,13-14,16,23-24,33H,8-12,15,17H2,1-4H3/t23-,24-,27+,28+,29-,30-/m0/s1
InChI Key VVYVYDOUCPUFSI-XHVWOXFNSA-N
Popularity 1 reference in papers

Physical and Chemical Properties

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Molecular Formula C30H35NO5
Molecular Weight 489.60 g/mol
Exact Mass 489.25152322 g/mol
Topological Polar Surface Area (TPSA) 77.90 Ų
XlogP 4.10
Atomic LogP (AlogP) 5.28
H-Bond Acceptor 6
H-Bond Donor 1
Rotatable Bonds 1

Synonyms

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(1S,2R,6S,7R,10R,12S)-12-hydroxy-5,7,11,11-tetramethyl-6'-pyridin-3-ylspiro(13-oxatetracyclo(10.2.2.01,10.02,7)hexadec-4-ene-6,2'-3H-furo(3,2-c)pyran)-4'-one
(1S,2R,6S,7R,10R,12S)-12-hydroxy-5,7,11,11-tetramethyl-6'-pyridin-3-ylspiro[13-oxatetracyclo[10.2.2.01,10.02,7]hexadec-4-ene-6,2'-3H-furo[3,2-c]pyran]-4'-one
RefChem:131285
849339-59-9
CHEMBL517063
SCHEMBL29692790
CHEBI:204226
(1S,2R,6S,7R,10R,12S)-12-hydroxy-5,7,11,11-tetramethyl-6'-pyridin-3-ylspiro[13-oxatetracyclo[10.2.2.01,10.02,7]hexadec-4-ene-6,2'-3H-uro[3,2-c]pyran]-4'-one

2D Structure

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2D Structure of decaturin C

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9937 99.37%
Caco-2 - 0.6936 69.36%
Blood Brain Barrier + 0.6000 60.00%
Human oral bioavailability + 0.5143 51.43%
Subcellular localzation Mitochondria 0.8394 83.94%
OATP2B1 inhibitior - 0.8574 85.74%
OATP1B1 inhibitior + 0.8878 88.78%
OATP1B3 inhibitior + 0.9117 91.17%
MATE1 inhibitior - 0.8600 86.00%
OCT2 inhibitior - 0.8500 85.00%
BSEP inhibitior + 1.0000 100.00%
P-glycoprotein inhibitior + 0.8096 80.96%
P-glycoprotein substrate + 0.5103 51.03%
CYP3A4 substrate + 0.6806 68.06%
CYP2C9 substrate - 0.7943 79.43%
CYP2D6 substrate - 0.8473 84.73%
CYP3A4 inhibition - 0.5072 50.72%
CYP2C9 inhibition - 0.7063 70.63%
CYP2C19 inhibition - 0.6480 64.80%
CYP2D6 inhibition - 0.8997 89.97%
CYP1A2 inhibition + 0.6464 64.64%
CYP2C8 inhibition + 0.8447 84.47%
CYP inhibitory promiscuity - 0.6330 63.30%
UGT catelyzed - 0.5000 50.00%
Carcinogenicity (binary) - 0.9500 95.00%
Carcinogenicity (trinary) Non-required 0.5335 53.35%
Eye corrosion - 0.9903 99.03%
Eye irritation - 0.9418 94.18%
Skin irritation - 0.7574 75.74%
Skin corrosion - 0.9410 94.10%
Ames mutagenesis - 0.5991 59.91%
Human Ether-a-go-go-Related Gene inhibition + 0.8545 85.45%
Micronuclear - 0.6300 63.00%
Hepatotoxicity + 0.5167 51.67%
skin sensitisation - 0.8322 83.22%
Respiratory toxicity + 0.8556 85.56%
Reproductive toxicity + 0.9667 96.67%
Mitochondrial toxicity + 0.8750 87.50%
Nephrotoxicity + 0.4938 49.38%
Acute Oral Toxicity (c) III 0.4084 40.84%
Estrogen receptor binding + 0.8045 80.45%
Androgen receptor binding + 0.7326 73.26%
Thyroid receptor binding + 0.6625 66.25%
Glucocorticoid receptor binding + 0.8532 85.32%
Aromatase binding + 0.8194 81.94%
PPAR gamma + 0.7651 76.51%
Honey bee toxicity - 0.8057 80.57%
Biodegradation - 0.8250 82.50%
Crustacea aquatic toxicity + 0.5400 54.00%
Fish aquatic toxicity + 0.9928 99.28%

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
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 97.46% 94.45%
CHEMBL2581 P07339 Cathepsin D 97.10% 98.95%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 96.56% 91.11%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 93.89% 94.00%
CHEMBL2850 P49840 Glycogen synthase kinase-3 alpha 93.41% 88.84%
CHEMBL1293249 Q13887 Kruppel-like factor 5 92.86% 86.33%
CHEMBL2243 O00519 Anandamide amidohydrolase 92.31% 97.53%
CHEMBL4224 P49759 Dual specificty protein kinase CLK1 92.19% 85.30%
CHEMBL1806 P11388 DNA topoisomerase II alpha 91.09% 89.00%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 89.27% 99.23%
CHEMBL1293277 O15118 Niemann-Pick C1 protein 85.39% 81.11%
CHEMBL3137262 O60341 LSD1/CoREST complex 84.60% 97.09%
CHEMBL3475 P05121 Plasminogen activator inhibitor-1 84.51% 83.00%
CHEMBL1994 P08235 Mineralocorticoid receptor 83.97% 100.00%
CHEMBL2094127 P06493 Cyclin-dependent kinase 1/cyclin B 83.50% 96.00%
CHEMBL1907602 P06493 Cyclin-dependent kinase 1/cyclin B1 82.96% 91.24%
CHEMBL1860 P10827 Thyroid hormone receptor alpha 82.90% 99.15%
CHEMBL5697 Q9GZT9 Egl nine homolog 1 82.74% 93.40%
CHEMBL5608 Q16288 NT-3 growth factor receptor 82.63% 95.89%
CHEMBL2335 P42785 Lysosomal Pro-X carboxypeptidase 82.46% 100.00%
CHEMBL2378 P30307 Dual specificity phosphatase Cdc25C 82.27% 96.67%
CHEMBL5409 Q8TDU6 G-protein coupled bile acid receptor 1 81.25% 93.65%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 81.25% 96.09%
CHEMBL2095226 P05556 Integrin alpha-5/beta-1 80.77% 96.39%
CHEMBL1907600 Q00535 Cyclin-dependent kinase 5/CDK5 activator 1 80.49% 93.03%
CHEMBL3922 P50579 Methionine aminopeptidase 2 80.22% 97.28%
CHEMBL2803 P43403 Tyrosine-protein kinase ZAP-70 80.14% 82.50%

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 21593948
LOTUS LTS0003564
wikiData Q77384676