Nimocinol

Details

• Internal ID: 37cafd69-1a94-4305-aa9e-1f5f17c75d21
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Triterpenoids > Limonoids
• IUPAC Name: [(5R,6R,7S,9R,10R,13S,17R)-17-(furan-3-yl)-6-hydroxy-4,4,8,10,13-pentamethyl-3-oxo-5,6,7,9,11,12,16,17-octahydrocyclopenta[a]phenanthren-7-yl] acetate
• SMILES (Canonical): CC(=O)OC1C(C2C(C(=O)C=CC2(C3C1(C4=CCC(C4(CC3)C)C5=COC=C5)C)C)(C)C)O
• SMILES (Isomeric): CC(=O)O[C@@H]1[C@@H]([C@@H]2[C@](C=CC(=O)C2(C)C)([C@@H]3C1(C4=CC[C@H]([C@@]4(CC3)C)C5=COC=C5)C)C)O
• InChI: InChI=1S/C28H36O5/c1-16(29)33-24-22(31)23-25(2,3)21(30)10-13-27(23,5)20-9-12-26(4)18(17-11-14-32-15-17)7-8-19(26)28(20,24)6/h8,10-11,13-15,18,20,22-24,31H,7,9,12H2,1-6H3/t18-,20+,22+,23-,24+,26-,27+,28?/m0/s1
• InChI Key: GDMYRVKWBYREMU-SAGQAIRCSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₂₈H₃₆O₅
• Molecular Weight: 452.60 g/mol
• Exact Mass: 452.25627424 g/mol
• Topological Polar Surface Area (TPSA): 76.70 Ų
• XlogP: 4.70
• Atomic LogP (AlogP): 5.21
• H-Bond Acceptor: 5
• H-Bond Donor: 1
• Rotatable Bonds: 2

Synonyms

• 95260-96-1
• NIMONOL
• [(5R,6R,7S,9R,10R,13S,17R)-17-(furan-3-yl)-6-hydroxy-4,4,8,10,13-pentamethyl-3-oxo-5,6,7,9,11,12,16,17-octahydrocyclopenta[a]phenanthren-7-yl] acetate
• (+)-Nimocinol
• DTXSID20915046
• 17-(Furan-3-yl)-6-hydroxy-4,4,8-trimethyl-3-oxoandrosta-1,14-dien-7-yl acetate

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9947	99.47%
Caco-2	-	0.5662	56.62%
Blood Brain Barrier	+	0.7500	75.00%
Human oral bioavailability	-	0.6714	67.14%
Subcellular localzation	Mitochondria	0.7625	76.25%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	-	0.3394	33.94%
OATP1B3 inhibitior	-	0.4547	45.47%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	0.8000	80.00%
BSEP inhibitior	+	0.8451	84.51%
P-glycoprotein inhibitior	+	0.6741	67.41%
P-glycoprotein substrate	-	0.6488	64.88%
CYP3A4 substrate	+	0.6961	69.61%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8759	87.59%
CYP3A4 inhibition	+	0.7195	71.95%
CYP2C9 inhibition	-	0.5395	53.95%
CYP2C19 inhibition	-	0.6939	69.39%
CYP2D6 inhibition	-	0.8760	87.60%
CYP1A2 inhibition	+	0.5130	51.30%
CYP2C8 inhibition	+	0.5609	56.09%
CYP inhibitory promiscuity	-	0.6598	65.98%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9600	96.00%
Carcinogenicity (trinary)	Non-required	0.4755	47.55%
Eye corrosion	-	0.9922	99.22%
Eye irritation	-	0.9548	95.48%
Skin irritation	-	0.6047	60.47%
Skin corrosion	-	0.9422	94.22%
Ames mutagenesis	-	0.7800	78.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7796	77.96%
Micronuclear	-	0.6500	65.00%
Hepatotoxicity	+	0.5324	53.24%
skin sensitisation	-	0.8050	80.50%
Respiratory toxicity	+	0.6444	64.44%
Reproductive toxicity	+	0.7667	76.67%
Mitochondrial toxicity	+	0.8000	80.00%
Nephrotoxicity	+	0.6433	64.33%
Acute Oral Toxicity (c)	III	0.5415	54.15%
Estrogen receptor binding	+	0.8197	81.97%
Androgen receptor binding	+	0.6695	66.95%
Thyroid receptor binding	+	0.6735	67.35%
Glucocorticoid receptor binding	+	0.8247	82.47%
Aromatase binding	+	0.6704	67.04%
PPAR gamma	+	0.6911	69.11%
Honey bee toxicity	-	0.7894	78.94%
Biodegradation	-	0.9000	90.00%
Crustacea aquatic toxicity	+	0.5050	50.50%
Fish aquatic toxicity	+	1.0000	100.00%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	98.07%	91.11%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	94.11%	94.45%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	92.38%	96.09%
CHEMBL2581	P07339	Cathepsin D	91.90%	98.95%
CHEMBL3137262	O60341	LSD1/CoREST complex	91.31%	97.09%
CHEMBL253	P34972	Cannabinoid CB2 receptor	90.35%	97.25%
CHEMBL1994	P08235	Mineralocorticoid receptor	89.60%	100.00%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	88.79%	82.69%
CHEMBL340	P08684	Cytochrome P450 3A4	88.71%	91.19%
CHEMBL1293277	O15118	Niemann-Pick C1 protein	88.48%	81.11%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	86.06%	96.77%
CHEMBL1806	P11388	DNA topoisomerase II alpha	85.95%	89.00%
CHEMBL5608	Q16288	NT-3 growth factor receptor	85.51%	95.89%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	85.01%	99.23%
CHEMBL1907602	P06493	Cyclin-dependent kinase 1/cyclin B1	81.95%	91.24%
CHEMBL3922	P50579	Methionine aminopeptidase 2	81.63%	97.28%
CHEMBL5028	O14672	ADAM10	81.53%	97.50%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	80.72%	94.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	80.05%	95.56%

Plants that contains it

• Azadirachta indica

Cross-Links

• PubChem: 178770
• LOTUS: LTS0165377
• wikiData: Q82885934