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Cassamine

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 ed696adc-c66b-4dab-8a35-e0e6ae7f58c4
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Diterpenoids
IUPAC Name methyl (1S,4aR,4bS,7E,8R,8aS,10aR)-7-[2-[2-(dimethylamino)ethoxy]-2-oxoethylidene]-1,4a,8-trimethyl-9-oxo-2,3,4,4b,5,6,8,8a,10,10a-decahydrophenanthrene-1-carboxylate
SMILES (Canonical) CC1C2C(CCC1=CC(=O)OCCN(C)C)C3(CCCC(C3CC2=O)(C)C(=O)OC)C
SMILES (Isomeric) C[C@@H]\1[C@H]2[C@H](CC/C1=C\C(=O)OCCN(C)C)[C@]3(CCC[C@]([C@@H]3CC2=O)(C)C(=O)OC)C
InChI InChI=1S/C25H39NO5/c1-16-17(14-21(28)31-13-12-26(4)5)8-9-18-22(16)19(27)15-20-24(18,2)10-7-11-25(20,3)23(29)30-6/h14,16,18,20,22H,7-13,15H2,1-6H3/b17-14+/t16-,18-,20+,22-,24+,25-/m0/s1
InChI Key RUABDWHGFBIFOR-AOIDQDHJSA-N
Popularity 1 reference in papers

Physical and Chemical Properties

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Molecular Formula C25H39NO5
Molecular Weight 433.60 g/mol
Exact Mass 433.28282334 g/mol
Topological Polar Surface Area (TPSA) 72.90 Ų
XlogP 3.50
Atomic LogP (AlogP) 3.64
H-Bond Acceptor 6
H-Bond Donor 0
Rotatable Bonds 5

Synonyms

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Cassamin
Cassamine [MI]
KI89P9POHB
471-71-6
1-Phenanthrenecarboxylic acid, 7-(2-(2-(dimethylamino)ethoxy)-2-oxoethylidene)tetradecahydro-1,4a,8-trimethyl-9-oxo-, methyl ester, (1S,4aR,4bS,7E,8R,8aS,10aR)-
UNII-KI89P9POHB
CHEMBL4065961
(1S-(1alpha,4aalpha,4bbeta,7E,8beta,8aalpha,10abeta))-7-(2-(2-(Dimethylamino)ethoxy)-2-oxoethylidene)tetradecahydro-1,4a,8-trimethyl-9-oxo-1-phenanthrenecarboxylic acid methyl ester
Q27282265
(1S-(1.ALPHA.,4A.ALPHA.,4B.BETA.,7E,8.BETA.,8A.ALPHA.,10A.BETA.))-7-(2-(2-(DIMETHYLAMINO)ETHOXY)-2-OXOETHYLIDENE)TETRADECAHYDRO-1,4A,8-TRIMETHYL-9-OXO-1-PHENANTHRENECARBOXYLIC ACID METHYL ESTER

2D Structure

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2D Structure of Cassamine

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9255 92.55%
Caco-2 + 0.5738 57.38%
Blood Brain Barrier + 0.6000 60.00%
Human oral bioavailability - 0.5286 52.86%
Subcellular localzation Mitochondria 0.7290 72.90%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.8431 84.31%
OATP1B3 inhibitior + 0.9183 91.83%
MATE1 inhibitior + 0.6000 60.00%
OCT2 inhibitior - 0.6250 62.50%
BSEP inhibitior + 0.9723 97.23%
P-glycoprotein inhibitior + 0.7316 73.16%
P-glycoprotein substrate - 0.5783 57.83%
CYP3A4 substrate + 0.7441 74.41%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8239 82.39%
CYP3A4 inhibition + 0.5433 54.33%
CYP2C9 inhibition - 0.9118 91.18%
CYP2C19 inhibition - 0.9159 91.59%
CYP2D6 inhibition - 0.7901 79.01%
CYP1A2 inhibition - 0.8617 86.17%
CYP2C8 inhibition - 0.7808 78.08%
CYP inhibitory promiscuity - 0.8567 85.67%
UGT catelyzed - 0.0000 0.00%
Carcinogenicity (binary) - 0.8000 80.00%
Carcinogenicity (trinary) Non-required 0.5459 54.59%
Eye corrosion - 0.9851 98.51%
Eye irritation - 0.9361 93.61%
Skin irritation - 0.7200 72.00%
Skin corrosion - 0.9116 91.16%
Ames mutagenesis - 0.6054 60.54%
Human Ether-a-go-go-Related Gene inhibition + 0.6616 66.16%
Micronuclear - 0.5900 59.00%
Hepatotoxicity - 0.6839 68.39%
skin sensitisation - 0.7633 76.33%
Respiratory toxicity + 0.8111 81.11%
Reproductive toxicity + 0.8778 87.78%
Mitochondrial toxicity + 0.9000 90.00%
Nephrotoxicity - 0.9385 93.85%
Acute Oral Toxicity (c) III 0.6975 69.75%
Estrogen receptor binding + 0.7618 76.18%
Androgen receptor binding + 0.7628 76.28%
Thyroid receptor binding + 0.5991 59.91%
Glucocorticoid receptor binding + 0.8247 82.47%
Aromatase binding + 0.5536 55.36%
PPAR gamma - 0.5381 53.81%
Honey bee toxicity - 0.7775 77.75%
Biodegradation - 0.7750 77.50%
Crustacea aquatic toxicity - 0.5151 51.51%
Fish aquatic toxicity + 0.9643 96.43%

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
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 97.93% 96.09%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 96.63% 91.11%
CHEMBL2581 P07339 Cathepsin D 96.28% 98.95%
CHEMBL5103 Q969S8 Histone deacetylase 10 90.92% 90.08%
CHEMBL4026 P40763 Signal transducer and activator of transcription 3 89.91% 82.69%
CHEMBL233 P35372 Mu opioid receptor 89.10% 97.93%
CHEMBL4040 P28482 MAP kinase ERK2 88.83% 83.82%
CHEMBL253 P34972 Cannabinoid CB2 receptor 88.75% 97.25%
CHEMBL2664 P23526 Adenosylhomocysteinase 88.06% 86.67%
CHEMBL240 Q12809 HERG 87.35% 89.76%
CHEMBL226 P30542 Adenosine A1 receptor 85.94% 95.93%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 85.86% 95.56%
CHEMBL1293249 Q13887 Kruppel-like factor 5 85.15% 86.33%
CHEMBL5028 O14672 ADAM10 84.77% 97.50%
CHEMBL2996 Q05655 Protein kinase C delta 84.27% 97.79%
CHEMBL340 P08684 Cytochrome P450 3A4 84.17% 91.19%
CHEMBL4227 P25090 Lipoxin A4 receptor 83.82% 100.00%
CHEMBL3145 P42338 PI3-kinase p110-beta subunit 82.93% 98.75%
CHEMBL5608 Q16288 NT-3 growth factor receptor 82.49% 95.89%
CHEMBL3713062 P10646 Tissue factor pathway inhibitor 80.85% 97.33%
CHEMBL299 P17252 Protein kinase C alpha 80.54% 98.03%

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.
Erythrophleum suaveolens

Cross-Links

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PubChem 12302503
LOTUS LTS0177045
wikiData Q27282265