Norokadanone

Details

• Internal ID: ecdcc036-304f-42b5-9ac1-3abadd4aabce
• Taxonomy: Organic oxygen compounds > Organooxygen compounds > Ethers > Acetals > Ketals
• IUPAC Name: 1-[(2S,6R,8S,11R)-2-[(E,2R)-4-[(2S,2'R,4R,4aS,6R,8aR)-4-hydroxy-2-[(1S,3S)-1-hydroxy-3-[(2S,3R,6S)-3-methyl-1,7-dioxaspiro[5.5]undecan-2-yl]butyl]-3-methylidenespiro[4a,7,8,8a-tetrahydro-4H-pyrano[3,2-b]pyran-6,5'-oxolane]-2'-yl]but-3-en-2-yl]-11-hydroxy-4-methyl-1,7-dioxaspiro[5.5]undec-4-en-8-yl]propan-2-one
• SMILES (Canonical): CC1CCC2(CCCCO2)OC1C(C)CC(C3C(=C)C(C4C(O3)CCC5(O4)CCC(O5)C=CC(C)C6CC(=CC7(O6)C(CCC(O7)CC(=O)C)O)C)O)O
• SMILES (Isomeric): C[C@@H]1CC[C@]2(CCCCO2)O[C@@H]1[C@@H](C)C[C@@H]([C@@H]3C(=C)[C@H]([C@H]4[C@H](O3)CC[C@]5(O4)CC[C@@H](O5)/C=C/[C@@H](C)[C@@H]6CC(=C[C@@]7(O6)[C@@H](CC[C@H](O7)CC(=O)C)O)C)O)O
• InChI: InChI=1S/C43H66O11/c1-25-21-35(52-43(24-25)36(46)12-11-32(51-43)23-29(5)44)26(2)9-10-31-14-18-42(50-31)19-15-34-40(54-42)37(47)30(6)39(49-34)33(45)22-28(4)38-27(3)13-17-41(53-38)16-7-8-20-48-41/h9-10,24,26-28,31-40,45-47H,6-8,11-23H2,1-5H3/b10-9+/t26-,27-,28+,31+,32+,33+,34-,35+,36-,37-,38+,39+,40-,41+,42-,43-/m1/s1
• InChI Key: NJOGICJCSWVJKS-SDXZHJKRSA-N
• Popularity: 5 references in papers

Physical and Chemical Properties

• Molecular Formula: C₄₃H₆₆O₁₁
• Molecular Weight: 759.00 g/mol
• Exact Mass: 758.46051292 g/mol
• Topological Polar Surface Area (TPSA): 142.00 Ų
• XlogP: 3.60
• Atomic LogP (AlogP): 5.97
• H-Bond Acceptor: 11
• H-Bond Donor: 3
• Rotatable Bonds: 9

Synonyms

• 131204-29-0
• 1-[(2S,6R,8S,11R)-2-[(E,2R)-4-[(2S,2'R,4R,4As,6R,8aR)-4-hydroxy-2-[(1S,3S)-1-hydroxy-3-[(2S,3R,6S)-3-methyl-1,7-dioxaspiro[5.5]undecan-2-yl]butyl]-3-methylidenespiro[4a,7,8,8a-tetrahydro-4H-pyrano[3,2-b]pyran-6,5'-oxolane]-2'-yl]but-3-en-2-yl]-11-hydroxy-4-methyl-1,7-dioxaspiro[5.5]undec-4-en-8-yl]propan-2-one

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9412	94.12%
Caco-2	-	0.8713	87.13%
Blood Brain Barrier	+	0.5250	52.50%
Human oral bioavailability	-	0.7429	74.29%
Subcellular localzation	Mitochondria	0.7901	79.01%
OATP2B1 inhibitior	-	0.7371	73.71%
OATP1B1 inhibitior	+	0.8148	81.48%
OATP1B3 inhibitior	+	0.9299	92.99%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	0.7102	71.02%
BSEP inhibitior	+	0.8616	86.16%
P-glycoprotein inhibitior	+	0.7416	74.16%
P-glycoprotein substrate	+	0.7461	74.61%
CYP3A4 substrate	+	0.7295	72.95%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8321	83.21%
CYP3A4 inhibition	-	0.6442	64.42%
CYP2C9 inhibition	-	0.9137	91.37%
CYP2C19 inhibition	-	0.8931	89.31%
CYP2D6 inhibition	-	0.9448	94.48%
CYP1A2 inhibition	-	0.8432	84.32%
CYP2C8 inhibition	+	0.7525	75.25%
CYP inhibitory promiscuity	-	0.9354	93.54%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	1.0000	100.00%
Carcinogenicity (trinary)	Non-required	0.5534	55.34%
Eye corrosion	-	0.9909	99.09%
Eye irritation	-	0.9155	91.55%
Skin irritation	+	0.6807	68.07%
Skin corrosion	-	0.9383	93.83%
Ames mutagenesis	-	0.8400	84.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7613	76.13%
Micronuclear	-	0.9200	92.00%
Hepatotoxicity	+	0.6250	62.50%
skin sensitisation	-	0.8967	89.67%
Respiratory toxicity	+	0.5444	54.44%
Reproductive toxicity	+	0.8667	86.67%
Mitochondrial toxicity	+	0.7625	76.25%
Nephrotoxicity	-	0.5663	56.63%
Acute Oral Toxicity (c)	I	0.4216	42.16%
Estrogen receptor binding	+	0.8454	84.54%
Androgen receptor binding	+	0.7330	73.30%
Thyroid receptor binding	-	0.5549	55.49%
Glucocorticoid receptor binding	+	0.6436	64.36%
Aromatase binding	+	0.6383	63.83%
PPAR gamma	+	0.7313	73.13%
Honey bee toxicity	-	0.6951	69.51%
Biodegradation	-	0.7250	72.50%
Crustacea aquatic toxicity	-	0.5500	55.00%
Fish aquatic toxicity	+	0.9853	98.53%

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	96.27%	91.11%
CHEMBL2581	P07339	Cathepsin D	96.18%	98.95%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	95.93%	96.09%
CHEMBL3130	O00329	PI3-kinase p110-delta subunit	95.74%	96.47%
CHEMBL230	P35354	Cyclooxygenase-2	94.68%	89.63%
CHEMBL1907602	P06493	Cyclin-dependent kinase 1/cyclin B1	92.81%	91.24%
CHEMBL218	P21554	Cannabinoid CB1 receptor	92.68%	96.61%
CHEMBL221	P23219	Cyclooxygenase-1	91.86%	90.17%
CHEMBL3359	P21462	Formyl peptide receptor 1	90.85%	93.56%
CHEMBL3401	O75469	Pregnane X receptor	90.78%	94.73%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	90.62%	96.95%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	90.12%	90.71%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	89.14%	94.45%
CHEMBL3145	P42338	PI3-kinase p110-beta subunit	86.78%	98.75%
CHEMBL253	P34972	Cannabinoid CB2 receptor	86.70%	97.25%
CHEMBL1994	P08235	Mineralocorticoid receptor	86.42%	100.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	86.27%	95.56%
CHEMBL4803	P29474	Nitric-oxide synthase, endothelial	86.15%	86.00%
CHEMBL4073	P09237	Matrix metalloproteinase 7	85.63%	97.56%
CHEMBL1907600	Q00535	Cyclin-dependent kinase 5/CDK5 activator 1	85.56%	93.03%
CHEMBL4506	Q96EB6	NAD-dependent deacetylase sirtuin 1	85.30%	88.33%
CHEMBL4227	P25090	Lipoxin A4 receptor	83.41%	100.00%
CHEMBL1806	P11388	DNA topoisomerase II alpha	83.23%	89.00%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	81.82%	96.00%
CHEMBL5028	O14672	ADAM10	81.80%	97.50%
CHEMBL2781	P19634	Sodium/hydrogen exchanger 1	80.96%	90.24%
CHEMBL5103	Q969S8	Histone deacetylase 10	80.79%	90.08%
CHEMBL1907605	P24864	Cyclin-dependent kinase 2/cyclin E1	80.26%	92.88%
CHEMBL1795139	Q8IU80	Transmembrane protease serine 6	80.05%	98.33%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 6442750
• LOTUS: LTS0206028
• wikiData: Q105180240