Cassaine, sulfate

Details

• Internal ID: d7d043d6-7e7f-4338-8f40-1e53a1edabdb
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Diterpenoids
• IUPAC Name: 2-(dimethylamino)ethyl (2E)-2-[(1R,4aS,4bR,7S,8aR,10aS)-7-hydroxy-1,4b,8,8-tetramethyl-10-oxo-1,3,4,4a,5,6,7,8a,9,10a-decahydrophenanthren-2-ylidene]acetate;sulfuric acid
• SMILES (Canonical): CC1C2C(CCC1=CC(=O)OCCN(C)C)C3(CCC(C(C3CC2=O)(C)C)O)C.OS(=O)(=O)O
• SMILES (Isomeric): C[C@@H]\1[C@H]2[C@H](CC/C1=C\C(=O)OCCN(C)C)[C@]3(CC[C@@H](C([C@@H]3CC2=O)(C)C)O)C.OS(=O)(=O)O
• InChI: InChI=1S/C24H39NO4.H2O4S/c1-15-16(13-21(28)29-12-11-25(5)6)7-8-17-22(15)18(26)14-19-23(2,3)20(27)9-10-24(17,19)4;1-5(2,3)4/h13,15,17,19-20,22,27H,7-12,14H2,1-6H3;(H2,1,2,3,4)/b16-13+;/t15-,17-,19-,20-,22-,24+;/m0./s1
• InChI Key: IVYNQROYSGOIQF-FSBQAMRBSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₄H₄₁NO₈S
• Molecular Weight: 503.70 g/mol
• Exact Mass: 503.25528844 g/mol
• Topological Polar Surface Area (TPSA): 150.00 Ų
• XlogP: 0.00
• Atomic LogP (AlogP): 2.80
• H-Bond Acceptor: 7
• H-Bond Donor: 3
• Rotatable Bonds: 4

Synonyms

• NSC-72302
• NSC72302
• Cassaine, sulfate
• CHEMBL1988792
• DTXSID00713709
• Podocarpane-.DELTA.13, 3.beta.-hydroxy-14.alpha.-methyl-7-oxo-, 2-(dimethylamino)ethyl ester, sulfate (1:1) (salt), (E)-
• Sulfuric acid--2-(dimethylamino)ethyl (2E)-[(3beta,13E,14alpha)-3-hydroxy-14-methyl-7-oxopodocarpan-13-ylidene]acetate (1/1)

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.8897	88.97%
Caco-2	+	0.5946	59.46%
Blood Brain Barrier	+	0.6250	62.50%
Human oral bioavailability	-	0.6286	62.86%
Subcellular localzation	Mitochondria	0.4564	45.64%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8691	86.91%
OATP1B3 inhibitior	+	0.9171	91.71%
MATE1 inhibitior	-	0.8200	82.00%
OCT2 inhibitior	-	0.8500	85.00%
BSEP inhibitior	+	0.8605	86.05%
P-glycoprotein inhibitior	-	0.4628	46.28%
P-glycoprotein substrate	-	0.6832	68.32%
CYP3A4 substrate	+	0.7327	73.27%
CYP2C9 substrate	-	0.7872	78.72%
CYP2D6 substrate	-	0.8326	83.26%
CYP3A4 inhibition	-	0.8224	82.24%
CYP2C9 inhibition	-	0.7279	72.79%
CYP2C19 inhibition	-	0.7295	72.95%
CYP2D6 inhibition	-	0.8361	83.61%
CYP1A2 inhibition	-	0.7528	75.28%
CYP2C8 inhibition	-	0.7937	79.37%
CYP inhibitory promiscuity	-	0.8335	83.35%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.5200	52.00%
Carcinogenicity (trinary)	Non-required	0.5858	58.58%
Eye corrosion	-	0.9771	97.71%
Eye irritation	-	0.9293	92.93%
Skin irritation	-	0.7695	76.95%
Skin corrosion	-	0.9068	90.68%
Ames mutagenesis	-	0.6354	63.54%
Human Ether-a-go-go-Related Gene inhibition	-	0.4119	41.19%
Micronuclear	+	0.6600	66.00%
Hepatotoxicity	-	0.6339	63.39%
skin sensitisation	-	0.8194	81.94%
Respiratory toxicity	+	0.7667	76.67%
Reproductive toxicity	+	0.8889	88.89%
Mitochondrial toxicity	+	0.7125	71.25%
Nephrotoxicity	-	0.8910	89.10%
Acute Oral Toxicity (c)	III	0.6110	61.10%
Estrogen receptor binding	+	0.6599	65.99%
Androgen receptor binding	+	0.7473	74.73%
Thyroid receptor binding	+	0.6346	63.46%
Glucocorticoid receptor binding	+	0.8615	86.15%
Aromatase binding	-	0.5266	52.66%
PPAR gamma	-	0.6107	61.07%
Honey bee toxicity	-	0.7671	76.71%
Biodegradation	-	0.9250	92.50%
Crustacea aquatic toxicity	-	0.6351	63.51%
Fish aquatic toxicity	+	0.9845	98.45%

Targets

Proven Targets:

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	96.89%	96.09%
CHEMBL226	P30542	Adenosine A1 receptor	96.30%	95.93%
CHEMBL2581	P07339	Cathepsin D	95.60%	98.95%
CHEMBL5103	Q969S8	Histone deacetylase 10	92.90%	90.08%
CHEMBL2179	P04062	Beta-glucocerebrosidase	92.84%	85.31%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	90.51%	95.56%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	90.43%	91.11%
CHEMBL3145	P42338	PI3-kinase p110-beta subunit	89.88%	98.75%
CHEMBL221	P23219	Cyclooxygenase-1	88.22%	90.17%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	87.37%	82.69%
CHEMBL5028	O14672	ADAM10	85.56%	97.50%
CHEMBL3137262	O60341	LSD1/CoREST complex	85.26%	97.09%
CHEMBL340	P08684	Cytochrome P450 3A4	85.10%	91.19%
CHEMBL1994	P08235	Mineralocorticoid receptor	85.00%	100.00%
CHEMBL5163	Q9NY46	Sodium channel protein type III alpha subunit	84.76%	96.90%
CHEMBL4685	P14902	Indoleamine 2,3-dioxygenase	84.18%	96.38%
CHEMBL1937	Q92769	Histone deacetylase 2	84.11%	94.75%
CHEMBL3713062	P10646	Tissue factor pathway inhibitor	84.11%	97.33%
CHEMBL3524	P56524	Histone deacetylase 4	84.06%	92.97%
CHEMBL2664	P23526	Adenosylhomocysteinase	82.93%	86.67%
CHEMBL4040	P28482	MAP kinase ERK2	82.78%	83.82%
CHEMBL1806	P11388	DNA topoisomerase II alpha	82.77%	89.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	81.66%	86.33%
CHEMBL204	P00734	Thrombin	81.40%	96.01%
CHEMBL4227	P25090	Lipoxin A4 receptor	81.24%	100.00%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	80.86%	94.33%

Plants that contains it

• Erythrophleum ivorense
• Erythrophleum suaveolens

Cross-Links

• PubChem: 54603654
• NPASS: NPC218602