Aspernidgulene B1

Details

• Internal ID: 09c22904-54cf-4c19-9f4b-3676209b8e64
• Taxonomy: Organoheterocyclic compounds > Lactones > Gamma butyrolactones
• IUPAC Name: (2R)-2-[(2S,3R,4R)-3,4-dimethyl-5-oxo-3-(6,8,10-trimethyl-9-oxododeca-1,3,5,7-tetraenyl)oxolan-2-yl]propanoic acid
• SMILES (Canonical): CCC(C)C(=O)C(=CC(=CC=CC=CC1(C(C(=O)OC1C(C)C(=O)O)C)C)C)C
• SMILES (Isomeric): CCC(C)C(=O)C(=CC(=CC=CC=C[C@@]1([C@H](C(=O)O[C@H]1[C@@H](C)C(=O)O)C)C)C)C
• InChI: InChI=1S/C24H34O5/c1-8-16(3)20(25)17(4)14-15(2)12-10-9-11-13-24(7)19(6)23(28)29-21(24)18(5)22(26)27/h9-14,16,18-19,21H,8H2,1-7H3,(H,26,27)/t16?,18-,19+,21+,24-/m1/s1
• InChI Key: QRNBVOYUUUAEPL-YVCRGICASA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₂₄H₃₄O₅
• Molecular Weight: 402.50 g/mol
• Exact Mass: 402.24062418 g/mol
• Topological Polar Surface Area (TPSA): 80.70 Ų
• XlogP: 5.60
• Atomic LogP (AlogP): 4.90
• H-Bond Acceptor: 4
• H-Bond Donor: 1
• Rotatable Bonds: 9

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9750	97.50%
Caco-2	+	0.5170	51.70%
Blood Brain Barrier	+	0.6250	62.50%
Human oral bioavailability	+	0.5571	55.71%
Subcellular localzation	Mitochondria	0.6155	61.55%
OATP2B1 inhibitior	-	0.8585	85.85%
OATP1B1 inhibitior	+	0.7888	78.88%
OATP1B3 inhibitior	+	0.9403	94.03%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.9250	92.50%
BSEP inhibitior	+	0.9461	94.61%
P-glycoprotein inhibitior	+	0.6447	64.47%
P-glycoprotein substrate	-	0.7224	72.24%
CYP3A4 substrate	+	0.5872	58.72%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.9059	90.59%
CYP3A4 inhibition	-	0.8694	86.94%
CYP2C9 inhibition	-	0.7695	76.95%
CYP2C19 inhibition	-	0.8151	81.51%
CYP2D6 inhibition	-	0.9545	95.45%
CYP1A2 inhibition	-	0.7370	73.70%
CYP2C8 inhibition	-	0.7634	76.34%
CYP inhibitory promiscuity	-	0.8127	81.27%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.8643	86.43%
Carcinogenicity (trinary)	Non-required	0.3900	39.00%
Eye corrosion	-	0.9435	94.35%
Eye irritation	-	0.9370	93.70%
Skin irritation	+	0.5162	51.62%
Skin corrosion	-	0.8700	87.00%
Ames mutagenesis	-	0.5500	55.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.6677	66.77%
Micronuclear	-	0.6200	62.00%
Hepatotoxicity	+	0.6750	67.50%
skin sensitisation	+	0.5000	50.00%
Respiratory toxicity	+	0.5667	56.67%
Reproductive toxicity	-	0.6333	63.33%
Mitochondrial toxicity	+	0.5250	52.50%
Nephrotoxicity	-	0.6457	64.57%
Acute Oral Toxicity (c)	III	0.6536	65.36%
Estrogen receptor binding	+	0.7082	70.82%
Androgen receptor binding	+	0.6940	69.40%
Thyroid receptor binding	+	0.6289	62.89%
Glucocorticoid receptor binding	+	0.6146	61.46%
Aromatase binding	+	0.5347	53.47%
PPAR gamma	-	0.5219	52.19%
Honey bee toxicity	-	0.8694	86.94%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	-	0.6200	62.00%
Fish aquatic toxicity	+	0.9524	95.24%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	96.61%	94.45%
CHEMBL221	P23219	Cyclooxygenase-1	92.34%	90.17%
CHEMBL2581	P07339	Cathepsin D	91.47%	98.95%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	91.17%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	89.83%	96.09%
CHEMBL1293249	Q13887	Kruppel-like factor 5	87.27%	86.33%
CHEMBL253	P34972	Cannabinoid CB2 receptor	85.97%	97.25%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	83.89%	95.56%
CHEMBL3130	O00329	PI3-kinase p110-delta subunit	83.00%	96.47%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	81.54%	96.00%
CHEMBL1806	P11388	DNA topoisomerase II alpha	80.81%	89.00%
CHEMBL3401	O75469	Pregnane X receptor	80.57%	94.73%
CHEMBL2964	P36507	Dual specificity mitogen-activated protein kinase kinase 2	80.43%	80.00%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 146682301
• LOTUS: LTS0029196
• wikiData: Q105226506