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Nalanthalide

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 f41a872c-662e-4738-9d00-dd0c99f3c94f
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Diterpenoids
IUPAC Name [(1S,2S,4aR,5R,8aR)-5-[(2-methoxy-5,6-dimethyl-4-oxopyran-3-yl)methyl]-1,4a-dimethyl-6-methylidene-1-(4-methylpent-3-enyl)-3,4,5,7,8,8a-hexahydro-2H-naphthalen-2-yl] acetate
SMILES (Canonical) CC1=C(OC(=C(C1=O)CC2C(=C)CCC3C2(CCC(C3(C)CCC=C(C)C)OC(=O)C)C)OC)C
SMILES (Isomeric) CC1=C(OC(=C(C1=O)C[C@@H]2C(=C)CC[C@@H]3[C@@]2(CC[C@@H]([C@@]3(C)CCC=C(C)C)OC(=O)C)C)OC)C
InChI InChI=1S/C30H44O5/c1-18(2)11-10-15-30(8)25-13-12-19(3)24(29(25,7)16-14-26(30)35-22(6)31)17-23-27(32)20(4)21(5)34-28(23)33-9/h11,24-26H,3,10,12-17H2,1-2,4-9H3/t24-,25-,26+,29-,30+/m1/s1
InChI Key RVADBFKZGNOVDI-PELMAWFUSA-N
Popularity 2 references in papers

Physical and Chemical Properties

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Molecular Formula C30H44O5
Molecular Weight 484.70 g/mol
Exact Mass 484.31887450 g/mol
Topological Polar Surface Area (TPSA) 61.80 Ų
XlogP 6.70
Atomic LogP (AlogP) 6.87
H-Bond Acceptor 5
H-Bond Donor 0
Rotatable Bonds 7

Synonyms

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(-)-Nalanthalide
145603-76-5
CHEMBL516932
CHEBI:66610
[(1S,2S,4aR,5R,8aR)-5-[(2-methoxy-5,6-dimethyl-4-oxopyran-3-yl)methyl]-1,4a-dimethyl-6-methylidene-1-(4-methylpent-3-enyl)-3,4,5,7,8,8a-hexahydro-2H-naphthalen-2-yl] acetate
3-[[(1R,4aR,5S,6S,8aR)-6-(acetyloxy)decahydro-5,8a-dimethyl-2-methylene-5-(4-methyl-3-penten-1-yl)-1-naphthalenyl]methyl]-2-methoxy-5,6-dimethyl-4H-pyran-4-one
(1S,2S,4aR,5R,8aR)-5-[(2-methoxy-5,6-dimethyl-4-oxo-4H-pyran-3-yl)methyl]-1,4a-dimethyl-6-methylidene-1-(4-methylpent-3-en-1-yl)decahydronaphthalen-2-yl acetate
3-[[(1R,4aR,5S,6S,8aR)-6-(acetyloxy)decahydro-5,8a-dimethyl-2-methylene-5-(4-methyl-3-pentenyl)-1-naphthalenyl]methyl]-2-methoxy-5,6-dimethyl-4H-pyran-4-one
DTXSID801099690
BDBM50265825
There are more than 10 synonyms. If you wish to see them all click here.

2D Structure

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2D Structure of Nalanthalide

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9881 98.81%
Caco-2 - 0.5568 55.68%
Blood Brain Barrier + 0.6250 62.50%
Human oral bioavailability + 0.5143 51.43%
Subcellular localzation Mitochondria 0.7806 78.06%
OATP2B1 inhibitior - 0.8596 85.96%
OATP1B1 inhibitior + 0.8153 81.53%
OATP1B3 inhibitior + 0.7968 79.68%
MATE1 inhibitior - 0.7600 76.00%
OCT2 inhibitior - 0.7750 77.50%
BSEP inhibitior + 0.9861 98.61%
P-glycoprotein inhibitior + 0.8167 81.67%
P-glycoprotein substrate - 0.6357 63.57%
CYP3A4 substrate + 0.7254 72.54%
CYP2C9 substrate + 0.6034 60.34%
CYP2D6 substrate - 0.8692 86.92%
CYP3A4 inhibition + 0.5486 54.86%
CYP2C9 inhibition - 0.7337 73.37%
CYP2C19 inhibition + 0.6298 62.98%
CYP2D6 inhibition - 0.9276 92.76%
CYP1A2 inhibition + 0.6402 64.02%
CYP2C8 inhibition + 0.6074 60.74%
CYP inhibitory promiscuity - 0.6515 65.15%
UGT catelyzed - 0.0000 0.00%
Carcinogenicity (binary) - 0.9300 93.00%
Carcinogenicity (trinary) Non-required 0.7528 75.28%
Eye corrosion - 0.9899 98.99%
Eye irritation - 0.8681 86.81%
Skin irritation - 0.7433 74.33%
Skin corrosion - 0.9551 95.51%
Ames mutagenesis - 0.6200 62.00%
Human Ether-a-go-go-Related Gene inhibition + 0.8253 82.53%
Micronuclear - 0.7600 76.00%
Hepatotoxicity - 0.6101 61.01%
skin sensitisation - 0.7789 77.89%
Respiratory toxicity + 0.5889 58.89%
Reproductive toxicity + 0.8889 88.89%
Mitochondrial toxicity + 0.6750 67.50%
Nephrotoxicity + 0.4679 46.79%
Acute Oral Toxicity (c) III 0.4888 48.88%
Estrogen receptor binding + 0.7910 79.10%
Androgen receptor binding + 0.6599 65.99%
Thyroid receptor binding + 0.5936 59.36%
Glucocorticoid receptor binding + 0.8348 83.48%
Aromatase binding + 0.7810 78.10%
PPAR gamma + 0.6584 65.84%
Honey bee toxicity - 0.7387 73.87%
Biodegradation - 0.7000 70.00%
Crustacea aquatic toxicity - 0.6000 60.00%
Fish aquatic toxicity + 1.0000 100.00%

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 97.83% 94.45%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 96.71% 91.11%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 91.78% 92.62%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 89.03% 95.56%
CHEMBL2007 P16234 Platelet-derived growth factor receptor alpha 87.63% 91.07%
CHEMBL1871 P10275 Androgen Receptor 86.88% 96.43%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 86.63% 99.23%
CHEMBL1806 P11388 DNA topoisomerase II alpha 86.52% 89.00%
CHEMBL1994 P08235 Mineralocorticoid receptor 86.48% 100.00%
CHEMBL340 P08684 Cytochrome P450 3A4 85.36% 91.19%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 84.15% 95.89%
CHEMBL204 P00734 Thrombin 84.09% 96.01%
CHEMBL2111367 P27986 PI3-kinase p110-alpha/p85-alpha 83.88% 94.33%
CHEMBL1293249 Q13887 Kruppel-like factor 5 82.89% 86.33%
CHEMBL2581 P07339 Cathepsin D 81.98% 98.95%
CHEMBL5608 Q16288 NT-3 growth factor receptor 81.21% 95.89%
CHEMBL5028 O14672 ADAM10 81.19% 97.50%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 80.86% 94.00%
CHEMBL5555 O00767 Acyl-CoA desaturase 80.17% 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.
Myrsine africana

Cross-Links

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PubChem 6918568
LOTUS LTS0159474
wikiData Q104970963