Penicimutanolone isomer

Details

• Internal ID: eb1c0161-fcc4-41f1-b471-20b2385d27d3
• Taxonomy: Organoheterocyclic compounds > Oxepanes
• IUPAC Name: (E)-N-[(1S,3R,3'S,5S,7R)-2',6-dihydroxy-6-(2-oxopropyl)spiro[4,8-dioxatricyclo[5.1.0.03,5]octane-2,5'-oxolane]-3'-yl]-4,6-dimethyldodec-2-enamide
• SMILES (Canonical): CCCCCCC(C)CC(C)C=CC(=O)NC1CC2(C3C(O3)C(C4C2O4)(CC(=O)C)O)OC1O
• SMILES (Isomeric): CCCCCCC(C)CC(C)/C=C/C(=O)N[C@H]1CC2([C@H]3[C@H](O3)C([C@H]4[C@@H]2O4)(CC(=O)C)O)OC1O
• InChI: InChI=1S/C26H41NO7/c1-5-6-7-8-9-15(2)12-16(3)10-11-19(29)27-18-14-26(34-24(18)30)22-20(32-22)25(31,13-17(4)28)21-23(26)33-21/h10-11,15-16,18,20-24,30-31H,5-9,12-14H2,1-4H3,(H,27,29)/b11-10+/t15?,16?,18-,20-,21+,22+,23-,24?,25?,26?/m0/s1
• InChI Key: NXJZEVNYGRKUJJ-WHYNBMJZSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₆H₄₁NO₇
• Molecular Weight: 479.60 g/mol
• Exact Mass: 479.28830265 g/mol
• Topological Polar Surface Area (TPSA): 121.00 Ų
• XlogP: 3.30
• Atomic LogP (AlogP): 2.40
• H-Bond Acceptor: 7
• H-Bond Donor: 3
• Rotatable Bonds: 12

Synonyms

• (E)-N-[(1S,3R,3'S,5S,7R)-2',6-dihydroxy-6-(2-oxopropyl)spiro[4,8-dioxatricyclo[5.1.0.03,5]octane-2,5'-oxolane]-3'-yl]-4,6-dimethyldodec-2-enamide
• (2E)-N-((1'r,3's,4S,5'r,7's)-5,6'-Dihydroxy-6'-(2-oxopropyl)-4',8'-dioxaspiro(oxolane-2,2'-tricyclo(5.1.0.0,)octane)-4-yl)-4,6-dimethyldodec-2-enimidate
• (2E)-N-[(1'r,3's,4S,5'r,7's)-5,6'-Dihydroxy-6'-(2-oxopropyl)-4',8'-dioxaspiro[oxolane-2,2'-tricyclo[5.1.0.0,]octane]-4-yl]-4,6-dimethyldodec-2-enimidate
• (E)-N-((1S,3R,3'S,5S,7R)-2',6-dihydroxy-6-(2-oxopropyl)spiro(4,8-dioxatricyclo(5.1.0.03,5)octane-2,5'-oxolane)-3'-yl)-4,6-dimethyldodec-2-enamide
• RefChem:170988
• CHEBI:217542

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.8655	86.55%
Caco-2	-	0.8082	80.82%
Blood Brain Barrier	-	0.8000	80.00%
Human oral bioavailability	-	0.8000	80.00%
Subcellular localzation	Mitochondria	0.5629	56.29%
OATP2B1 inhibitior	-	0.8619	86.19%
OATP1B1 inhibitior	+	0.8665	86.65%
OATP1B3 inhibitior	+	0.9099	90.99%
MATE1 inhibitior	-	0.9446	94.46%
OCT2 inhibitior	-	0.8572	85.72%
BSEP inhibitior	-	0.6623	66.23%
P-glycoprotein inhibitior	-	0.4437	44.37%
P-glycoprotein substrate	+	0.6720	67.20%
CYP3A4 substrate	+	0.6729	67.29%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8817	88.17%
CYP3A4 inhibition	+	0.5345	53.45%
CYP2C9 inhibition	-	0.8103	81.03%
CYP2C19 inhibition	-	0.8068	80.68%
CYP2D6 inhibition	-	0.9234	92.34%
CYP1A2 inhibition	-	0.8461	84.61%
CYP2C8 inhibition	-	0.5752	57.52%
CYP inhibitory promiscuity	-	0.7999	79.99%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9600	96.00%
Carcinogenicity (trinary)	Non-required	0.5076	50.76%
Eye corrosion	-	0.9870	98.70%
Eye irritation	-	0.9592	95.92%
Skin irritation	-	0.7183	71.83%
Skin corrosion	-	0.9139	91.39%
Ames mutagenesis	-	0.6737	67.37%
Human Ether-a-go-go-Related Gene inhibition	+	0.7042	70.42%
Micronuclear	+	0.7400	74.00%
Hepatotoxicity	+	0.5727	57.27%
skin sensitisation	-	0.8357	83.57%
Respiratory toxicity	+	0.5889	58.89%
Reproductive toxicity	+	0.8556	85.56%
Mitochondrial toxicity	+	0.8875	88.75%
Nephrotoxicity	+	0.6206	62.06%
Acute Oral Toxicity (c)	III	0.4841	48.41%
Estrogen receptor binding	+	0.6535	65.35%
Androgen receptor binding	+	0.6520	65.20%
Thyroid receptor binding	-	0.5000	50.00%
Glucocorticoid receptor binding	+	0.5872	58.72%
Aromatase binding	+	0.5751	57.51%
PPAR gamma	+	0.5264	52.64%
Honey bee toxicity	-	0.8335	83.35%
Biodegradation	-	0.7500	75.00%
Crustacea aquatic toxicity	+	0.6139	61.39%
Fish aquatic toxicity	+	0.9561	95.61%

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	98.96%	91.11%
CHEMBL299	P17252	Protein kinase C alpha	98.09%	98.03%
CHEMBL2955	O95136	Sphingosine 1-phosphate receptor Edg-5	95.69%	92.86%
CHEMBL2581	P07339	Cathepsin D	95.35%	98.95%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	95.07%	96.09%
CHEMBL3892	Q99500	Sphingosine 1-phosphate receptor Edg-3	94.81%	97.29%
CHEMBL3359	P21462	Formyl peptide receptor 1	93.60%	93.56%
CHEMBL3060	Q9Y345	Glycine transporter 2	93.52%	99.17%
CHEMBL2996	Q05655	Protein kinase C delta	92.39%	97.79%
CHEMBL221	P23219	Cyclooxygenase-1	92.01%	90.17%
CHEMBL2274	Q9H228	Sphingosine 1-phosphate receptor Edg-8	89.67%	100.00%
CHEMBL226	P30542	Adenosine A1 receptor	89.64%	95.93%
CHEMBL3401	O75469	Pregnane X receptor	89.64%	94.73%
CHEMBL1806	P11388	DNA topoisomerase II alpha	89.38%	89.00%
CHEMBL253	P34972	Cannabinoid CB2 receptor	88.96%	97.25%
CHEMBL3130	O00329	PI3-kinase p110-delta subunit	88.93%	96.47%
CHEMBL268	P43235	Cathepsin K	88.61%	96.85%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	88.45%	95.50%
CHEMBL4227	P25090	Lipoxin A4 receptor	88.27%	100.00%
CHEMBL218	P21554	Cannabinoid CB1 receptor	85.98%	96.61%
CHEMBL1293267	Q9HC97	G-protein coupled receptor 35	85.95%	89.34%
CHEMBL3267	P48736	PI3-kinase p110-gamma subunit	85.69%	95.71%
CHEMBL3776	Q14790	Caspase-8	85.50%	97.06%
CHEMBL3430907	Q96GD4	Aurora kinase B/Inner centromere protein	85.43%	97.50%
CHEMBL2514	O95665	Neurotensin receptor 2	85.40%	100.00%
CHEMBL236	P41143	Delta opioid receptor	84.97%	99.35%
CHEMBL340	P08684	Cytochrome P450 3A4	84.74%	91.19%
CHEMBL2001	Q9H244	Purinergic receptor P2Y12	84.62%	96.00%
CHEMBL1293316	Q9HBX9	Relaxin receptor 1	84.61%	82.50%
CHEMBL5163	Q9NY46	Sodium channel protein type III alpha subunit	83.16%	96.90%
CHEMBL230	P35354	Cyclooxygenase-2	82.89%	89.63%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	82.12%	94.45%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	82.07%	90.71%
CHEMBL5255	O00206	Toll-like receptor 4	81.42%	92.50%
CHEMBL3145	P42338	PI3-kinase p110-beta subunit	80.48%	98.75%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	80.25%	96.00%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 139586176
• LOTUS: LTS0139072
• wikiData: Q77500743