methyl (2Z,3E,5E,7E,9E)-11-[(3aS,6S)-3a-hydroxy-5-oxo-3,4,6,6a-tetrahydro-2H-furo[3,2-b]pyrrol-6-yl]-2-ethylidene-4,6,10-trimethyl-11-oxoundeca-3,5,7,9-tetraenoate

Details

• Internal ID: c5ea13b2-0cc7-403f-9733-20446803b51f
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Sesquiterpenoids
• IUPAC Name: methyl (2Z,3E,5E,7E,9E)-11-[(3aS,6S)-3a-hydroxy-5-oxo-3,4,6,6a-tetrahydro-2H-furo[3,2-b]pyrrol-6-yl]-2-ethylidene-4,6,10-trimethyl-11-oxoundeca-3,5,7,9-tetraenoate
• SMILES (Canonical): CC=C(C=C(C)C=C(C)C=CC=C(C)C(=O)C1C2C(CCO2)(NC1=O)O)C(=O)OC
• SMILES (Isomeric): C/C=C(/C=C(\C)/C=C(\C)/C=C/C=C(\C)/C(=O)[C@@H]1C2[C@@](CCO2)(NC1=O)O)\C(=O)OC
• InChI: InChI=1S/C23H29NO6/c1-6-17(22(27)29-5)13-15(3)12-14(2)8-7-9-16(4)19(25)18-20-23(28,10-11-30-20)24-21(18)26/h6-9,12-13,18,20,28H,10-11H2,1-5H3,(H,24,26)/b8-7+,14-12+,15-13+,16-9+,17-6-/t18-,20?,23+/m1/s1
• InChI Key: UOPODNWYGYPLAE-WFXIHSMNSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₃H₂₉NO₆
• Molecular Weight: 415.50 g/mol
• Exact Mass: 415.19948764 g/mol
• Topological Polar Surface Area (TPSA): 102.00 Ų
• XlogP: 3.20
• Atomic LogP (AlogP): 2.29
• H-Bond Acceptor: 6
• H-Bond Donor: 2
• Rotatable Bonds: 7

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.8988	89.88%
Caco-2	-	0.5572	55.72%
Blood Brain Barrier	-	0.6250	62.50%
Human oral bioavailability	-	0.5714	57.14%
Subcellular localzation	Mitochondria	0.5755	57.55%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8722	87.22%
OATP1B3 inhibitior	+	0.9401	94.01%
MATE1 inhibitior	-	0.8800	88.00%
OCT2 inhibitior	-	0.8000	80.00%
BSEP inhibitior	+	0.9803	98.03%
P-glycoprotein inhibitior	+	0.8123	81.23%
P-glycoprotein substrate	+	0.5111	51.11%
CYP3A4 substrate	+	0.6883	68.83%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8924	89.24%
CYP3A4 inhibition	-	0.9537	95.37%
CYP2C9 inhibition	-	0.8984	89.84%
CYP2C19 inhibition	-	0.9211	92.11%
CYP2D6 inhibition	-	0.9408	94.08%
CYP1A2 inhibition	-	0.8876	88.76%
CYP2C8 inhibition	-	0.5854	58.54%
CYP inhibitory promiscuity	-	0.9592	95.92%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.9300	93.00%
Carcinogenicity (trinary)	Danger	0.4375	43.75%
Eye corrosion	-	0.9845	98.45%
Eye irritation	-	0.9633	96.33%
Skin irritation	-	0.7783	77.83%
Skin corrosion	-	0.9280	92.80%
Ames mutagenesis	+	0.5800	58.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.8111	81.11%
Micronuclear	+	0.7000	70.00%
Hepatotoxicity	-	0.6058	60.58%
skin sensitisation	-	0.8619	86.19%
Respiratory toxicity	+	0.5111	51.11%
Reproductive toxicity	+	0.8889	88.89%
Mitochondrial toxicity	+	0.6875	68.75%
Nephrotoxicity	+	0.7787	77.87%
Acute Oral Toxicity (c)	III	0.5296	52.96%
Estrogen receptor binding	+	0.8060	80.60%
Androgen receptor binding	+	0.5604	56.04%
Thyroid receptor binding	+	0.7007	70.07%
Glucocorticoid receptor binding	+	0.6534	65.34%
Aromatase binding	+	0.5370	53.70%
PPAR gamma	+	0.7412	74.12%
Honey bee toxicity	-	0.7314	73.14%
Biodegradation	-	0.7250	72.50%
Crustacea aquatic toxicity	-	0.5300	53.00%
Fish aquatic toxicity	-	0.8611	86.11%

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	98.04%	91.11%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	95.75%	94.45%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	95.28%	96.09%
CHEMBL3524	P56524	Histone deacetylase 4	89.67%	92.97%
CHEMBL255	P29275	Adenosine A2b receptor	86.24%	98.59%
CHEMBL1907605	P24864	Cyclin-dependent kinase 2/cyclin E1	85.96%	92.88%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	85.68%	91.07%
CHEMBL3351	Q13085	Acetyl-CoA carboxylase 1	85.16%	93.04%
CHEMBL3137262	O60341	LSD1/CoREST complex	84.96%	97.09%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	84.89%	95.56%
CHEMBL3922	P50579	Methionine aminopeptidase 2	84.60%	97.28%
CHEMBL340	P08684	Cytochrome P450 3A4	84.51%	91.19%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	84.47%	90.71%
CHEMBL1806	P11388	DNA topoisomerase II alpha	84.16%	89.00%
CHEMBL2061	P19793	Retinoid X receptor alpha	83.59%	91.67%
CHEMBL2563	Q9UQL6	Histone deacetylase 5	83.52%	89.67%
CHEMBL1937	Q92769	Histone deacetylase 2	83.46%	94.75%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	83.23%	99.23%
CHEMBL1907600	Q00535	Cyclin-dependent kinase 5/CDK5 activator 1	82.78%	93.03%
CHEMBL1907602	P06493	Cyclin-dependent kinase 1/cyclin B1	82.58%	91.24%
CHEMBL1293267	Q9HC97	G-protein coupled receptor 35	82.53%	89.34%
CHEMBL4040	P28482	MAP kinase ERK2	81.50%	83.82%
CHEMBL1293249	Q13887	Kruppel-like factor 5	80.77%	86.33%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	80.50%	94.33%
CHEMBL241	Q14432	Phosphodiesterase 3A	80.37%	92.94%
CHEMBL3267	P48736	PI3-kinase p110-gamma subunit	80.12%	95.71%

Plants that contains it

• Juniperus thurifera

Cross-Links

• PubChem: 101837988
• LOTUS: LTS0053415
• wikiData: Q105209151