Gagaminin

Details

• Internal ID: 124a9ac4-5a95-41a2-a1dd-1ff3167cd953
• Taxonomy: Lipids and lipid-like molecules > Steroids and steroid derivatives > Pregnane steroids > Gluco/mineralocorticoids, progestogins and derivatives
• IUPAC Name: [(1S)-1-[(3S,8S,9R,10R,12R,13R,14R,17S)-3,8,14,17-tetrahydroxy-10,13-dimethyl-12-[(E)-3-phenylprop-2-enoyl]oxy-1,2,3,4,7,9,11,12,15,16-decahydrocyclopenta[a]phenanthren-17-yl]ethyl] pyridine-3-carboxylate
• SMILES (Canonical): CC(C1(CCC2(C1(C(CC3C2(CC=C4C3(CCC(C4)O)C)O)OC(=O)C=CC5=CC=CC=C5)C)O)O)OC(=O)C6=CN=CC=C6
• SMILES (Isomeric): C[C@@H]([C@@]1(CC[C@]2([C@@]1([C@@H](C[C@H]3[C@]2(CC=C4[C@@]3(CC[C@@H](C4)O)C)O)OC(=O)/C=C/C5=CC=CC=C5)C)O)O)OC(=O)C6=CN=CC=C6
• InChI: InChI=1S/C36H43NO8/c1-23(44-31(40)25-10-7-19-37-22-25)34(41)17-18-36(43)33(34,3)29(45-30(39)12-11-24-8-5-4-6-9-24)21-28-32(2)15-14-27(38)20-26(32)13-16-35(28,36)42/h4-13,19,22-23,27-29,38,41-43H,14-18,20-21H2,1-3H3/b12-11+/t23-,27-,28+,29+,32-,33+,34+,35-,36+/m0/s1
• InChI Key: CQLUYSHACKIUHL-LNRKSMJRSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₃₆H₄₃NO₈
• Molecular Weight: 617.70 g/mol
• Exact Mass: 617.29886733 g/mol
• Topological Polar Surface Area (TPSA): 146.00 Ų
• XlogP: 3.50
• Atomic LogP (AlogP): 4.15
• H-Bond Acceptor: 9
• H-Bond Donor: 4
• Rotatable Bonds: 6

Synonyms

• C36H43NO8
• C36-H43-N-O8
• CHEMBL447929
• DTXSID201106186
• Pregn-5-ene-3,8,12,14,17,20-hexol, 12-((2E)-3-phenyl-2-propenoate) 20-(3-pyridinecarboxylate), (3beta,12beta,14beta,17alpha,20S)-
• Pregn-5-ene-3,8,12,14,17,20-hexol, 12-(3-phenyl-2-propenoate) 20-(3-pyridinecarboxylate), (3.beta.,12.beta.,14.beta.,17.alpha.,20S)-
• Pregn-5-ene-3,8,12,14,17,20-hexol, 12-[(2E)-3-phenyl-2-propenoate] 20-(3-pyridinecarboxylate), (3beta,12beta,14beta,17alpha,20S)-

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9329	93.29%
Caco-2	-	0.8332	83.32%
Blood Brain Barrier	-	0.6500	65.00%
Human oral bioavailability	-	0.7571	75.71%
Subcellular localzation	Mitochondria	0.7176	71.76%
OATP2B1 inhibitior	-	0.8589	85.89%
OATP1B1 inhibitior	+	0.8587	85.87%
OATP1B3 inhibitior	+	0.8962	89.62%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.7842	78.42%
BSEP inhibitior	+	0.9898	98.98%
P-glycoprotein inhibitior	+	0.7728	77.28%
P-glycoprotein substrate	+	0.6461	64.61%
CYP3A4 substrate	+	0.6990	69.90%
CYP2C9 substrate	-	0.8038	80.38%
CYP2D6 substrate	-	0.8852	88.52%
CYP3A4 inhibition	-	0.8138	81.38%
CYP2C9 inhibition	-	0.8537	85.37%
CYP2C19 inhibition	-	0.8218	82.18%
CYP2D6 inhibition	-	0.9183	91.83%
CYP1A2 inhibition	-	0.5462	54.62%
CYP2C8 inhibition	+	0.8867	88.67%
CYP inhibitory promiscuity	-	0.8667	86.67%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Non-required	0.5997	59.97%
Eye corrosion	-	0.9903	99.03%
Eye irritation	-	0.9302	93.02%
Skin irritation	-	0.6275	62.75%
Skin corrosion	-	0.9284	92.84%
Ames mutagenesis	-	0.6770	67.70%
Human Ether-a-go-go-Related Gene inhibition	+	0.8250	82.50%
Micronuclear	-	0.5900	59.00%
Hepatotoxicity	+	0.5690	56.90%
skin sensitisation	-	0.8546	85.46%
Respiratory toxicity	+	0.7889	78.89%
Reproductive toxicity	+	0.9778	97.78%
Mitochondrial toxicity	+	0.9125	91.25%
Nephrotoxicity	-	0.9353	93.53%
Acute Oral Toxicity (c)	III	0.3276	32.76%
Estrogen receptor binding	+	0.7823	78.23%
Androgen receptor binding	+	0.7534	75.34%
Thyroid receptor binding	+	0.5896	58.96%
Glucocorticoid receptor binding	+	0.7792	77.92%
Aromatase binding	+	0.6483	64.83%
PPAR gamma	+	0.6696	66.96%
Honey bee toxicity	-	0.6863	68.63%
Biodegradation	-	0.8500	85.00%
Crustacea aquatic toxicity	+	0.5745	57.45%
Fish aquatic toxicity	+	0.9832	98.32%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL221	P23219	Cyclooxygenase-1	98.72%	90.17%
CHEMBL1293249	Q13887	Kruppel-like factor 5	97.53%	86.33%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	95.77%	96.09%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	94.53%	96.00%
CHEMBL1821	P08173	Muscarinic acetylcholine receptor M4	92.80%	94.08%
CHEMBL2581	P07339	Cathepsin D	91.88%	98.95%
CHEMBL226	P30542	Adenosine A1 receptor	91.84%	95.93%
CHEMBL4224	P49759	Dual specificty protein kinase CLK1	90.67%	85.30%
CHEMBL2996	Q05655	Protein kinase C delta	90.03%	97.79%
CHEMBL1907598	P05106	Integrin alpha-V/beta-3	89.31%	95.71%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	88.61%	91.07%
CHEMBL5028	O14672	ADAM10	87.87%	97.50%
CHEMBL2035	P08912	Muscarinic acetylcholine receptor M5	87.44%	94.62%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	87.22%	91.11%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	87.08%	99.23%
CHEMBL1806	P11388	DNA topoisomerase II alpha	86.80%	89.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	86.72%	95.56%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	86.57%	95.50%
CHEMBL5608	Q16288	NT-3 growth factor receptor	86.27%	95.89%
CHEMBL4227	P25090	Lipoxin A4 receptor	85.23%	100.00%
CHEMBL2179	P04062	Beta-glucocerebrosidase	85.03%	85.31%
CHEMBL3975	P09467	Fructose-1,6-bisphosphatase	84.88%	92.95%
CHEMBL3807	P17706	T-cell protein-tyrosine phosphatase	84.02%	93.00%
CHEMBL3137262	O60341	LSD1/CoREST complex	83.94%	97.09%
CHEMBL2535	P11166	Glucose transporter	83.92%	98.75%
CHEMBL2335	P42785	Lysosomal Pro-X carboxypeptidase	83.33%	100.00%
CHEMBL3475	P05121	Plasminogen activator inhibitor-1	83.27%	83.00%
CHEMBL2563	Q9UQL6	Histone deacetylase 5	83.10%	89.67%
CHEMBL1907599	P05556	Integrin alpha-4/beta-1	82.72%	92.86%
CHEMBL3359	P21462	Formyl peptide receptor 1	81.03%	93.56%
CHEMBL2243	O00519	Anandamide amidohydrolase	80.79%	97.53%
CHEMBL2716	Q8WUI4	Histone deacetylase 7	80.27%	89.44%

Plants that contains it

• Arachis hypogaea
• Araujia sericifera
• Marsdenia tinctoria
• Marsdenia tomentosa
• Orthosia guilleminiana

Cross-Links

• PubChem: 44575627
• NPASS: NPC305378
• LOTUS: LTS0161671
• wikiData: Q104400206