Nimocinolide

Details

• Internal ID: 2b24aa71-974f-4417-b1e6-8e8259af112a
• Taxonomy: Lipids and lipid-like molecules > Steroids and steroid derivatives > Steroid lactones
• IUPAC Name: [(4S,5R,6R,11R,12R,15S,16R,17Z)-17-(2,2-dihydroxyethylidene)-5-hydroxy-3,7,7,11,15-pentamethyl-8,18-dioxo-19-oxapentacyclo[14.3.1.02,15.03,12.06,11]icosa-1,9-dien-4-yl] acetate
• SMILES (Canonical): CC(=O)OC1C(C2C(C(=O)C=CC2(C3C1(C4=C5CC(C4(CC3)C)C(=CC(O)O)C(=O)O5)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=C5C[C@H]([C@@]4(CC3)C)/C(=C/C(O)O)/C(=O)O5)C)C)O
• InChI: InChI=1S/C28H36O8/c1-13(29)35-23-20(33)22-25(2,3)18(30)8-10-27(22,5)17-7-9-26(4)15-12-16(21(26)28(17,23)6)36-24(34)14(15)11-19(31)32/h8,10-11,15,17,19-20,22-23,31-33H,7,9,12H2,1-6H3/b14-11-/t15-,17+,20+,22-,23+,26-,27+,28?/m0/s1
• InChI Key: DXWTUXKPOPZWFZ-ROVBDAAOSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₈H₃₆O₈
• Molecular Weight: 500.60 g/mol
• Exact Mass: 500.24101810 g/mol
• Topological Polar Surface Area (TPSA): 130.00 Ų
• XlogP: 2.30
• Atomic LogP (AlogP): 2.57
• H-Bond Acceptor: 8
• H-Bond Donor: 3
• Rotatable Bonds: 2

Synonyms

• (+)-Nimocinolide
• 104494-22-6
• 24-Norchola-1,14,20(22)-trien-21-oic acid, 7-(acetyloxy)-6,23,23-trihydroxy-4,4,8-trimethyl-3-oxo-, gamma-lactone, (5alpha,6alpha,7alpha,13alpha,17alpha)-

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9736	97.36%
Caco-2	-	0.6959	69.59%
Blood Brain Barrier	+	0.5750	57.50%
Human oral bioavailability	-	0.7286	72.86%
Subcellular localzation	Mitochondria	0.7944	79.44%
OATP2B1 inhibitior	-	0.8600	86.00%
OATP1B1 inhibitior	+	0.8191	81.91%
OATP1B3 inhibitior	+	0.9093	90.93%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.6500	65.00%
BSEP inhibitior	+	0.6742	67.42%
P-glycoprotein inhibitior	+	0.6638	66.38%
P-glycoprotein substrate	-	0.5616	56.16%
CYP3A4 substrate	+	0.6859	68.59%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.9017	90.17%
CYP3A4 inhibition	-	0.8319	83.19%
CYP2C9 inhibition	-	0.8221	82.21%
CYP2C19 inhibition	-	0.9007	90.07%
CYP2D6 inhibition	-	0.9279	92.79%
CYP1A2 inhibition	-	0.7055	70.55%
CYP2C8 inhibition	+	0.5264	52.64%
CYP inhibitory promiscuity	-	0.9317	93.17%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9800	98.00%
Carcinogenicity (trinary)	Non-required	0.6395	63.95%
Eye corrosion	-	0.9919	99.19%
Eye irritation	-	0.9252	92.52%
Skin irritation	-	0.5125	51.25%
Skin corrosion	-	0.9235	92.35%
Ames mutagenesis	-	0.6700	67.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4680	46.80%
Micronuclear	-	0.6400	64.00%
Hepatotoxicity	+	0.5158	51.58%
skin sensitisation	-	0.7662	76.62%
Respiratory toxicity	+	0.7778	77.78%
Reproductive toxicity	+	0.9556	95.56%
Mitochondrial toxicity	+	0.8250	82.50%
Nephrotoxicity	+	0.6183	61.83%
Acute Oral Toxicity (c)	III	0.4556	45.56%
Estrogen receptor binding	+	0.7287	72.87%
Androgen receptor binding	+	0.6810	68.10%
Thyroid receptor binding	+	0.5672	56.72%
Glucocorticoid receptor binding	+	0.7740	77.40%
Aromatase binding	+	0.5444	54.44%
PPAR gamma	+	0.6775	67.75%
Honey bee toxicity	-	0.7058	70.58%
Biodegradation	-	0.8500	85.00%
Crustacea aquatic toxicity	-	0.6400	64.00%
Fish aquatic toxicity	+	0.9921	99.21%

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	98.86%	91.11%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	96.49%	94.45%
CHEMBL2581	P07339	Cathepsin D	96.42%	98.95%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	93.77%	96.09%
CHEMBL253	P34972	Cannabinoid CB2 receptor	90.07%	97.25%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	90.05%	95.56%
CHEMBL1994	P08235	Mineralocorticoid receptor	89.52%	100.00%
CHEMBL340	P08684	Cytochrome P450 3A4	89.45%	91.19%
CHEMBL3137262	O60341	LSD1/CoREST complex	89.31%	97.09%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	88.46%	85.14%
CHEMBL5028	O14672	ADAM10	87.32%	97.50%
CHEMBL1806	P11388	DNA topoisomerase II alpha	86.40%	89.00%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	86.35%	99.23%
CHEMBL5608	Q16288	NT-3 growth factor receptor	85.73%	95.89%
CHEMBL3807	P17706	T-cell protein-tyrosine phosphatase	83.74%	93.00%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	83.33%	82.69%
CHEMBL2535	P11166	Glucose transporter	82.57%	98.75%
CHEMBL1293249	Q13887	Kruppel-like factor 5	81.73%	86.33%

Plants that contains it

• Azadirachta indica

Cross-Links

• PubChem: 6442906
• LOTUS: LTS0237870
• wikiData: Q105257662