Aspernidgulene A2

Details

• Internal ID: 9562dd6d-3181-4b41-90f0-cfe1545f27d5
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene lactones
• IUPAC Name: (2R)-2-[(2S,3R,4R)-3-[6-[(1R,2R,3S,5S)-3-hydroxy-2,3,5-trimethyl-4-oxocyclopentyl]hepta-1,3,5-trienyl]-3,4-dimethyl-5-oxooxolan-2-yl]propanoic acid
• SMILES (Canonical): CC1C(C(C(C1=O)(C)O)C)C(=CC=CC=CC2(C(C(=O)OC2C(C)C(=O)O)C)C)C
• SMILES (Isomeric): C[C@H]1[C@@H]([C@H]([C@](C1=O)(C)O)C)C(=CC=CC=C[C@@]2([C@H](C(=O)O[C@H]2[C@@H](C)C(=O)O)C)C)C
• InChI: InChI=1S/C24H34O6/c1-13(18-14(2)19(25)24(7,29)16(18)4)11-9-8-10-12-23(6)17(5)22(28)30-20(23)15(3)21(26)27/h8-12,14-18,20,29H,1-7H3,(H,26,27)/t14-,15+,16+,17-,18-,20-,23+,24-/m0/s1
• InChI Key: FTWALXVHOVPIMY-ODGBNMGXSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₂₄H₃₄O₆
• Molecular Weight: 418.50 g/mol
• Exact Mass: 418.23553880 g/mol
• Topological Polar Surface Area (TPSA): 101.00 Ų
• XlogP: 4.30
• Atomic LogP (AlogP): 3.56
• H-Bond Acceptor: 5
• H-Bond Donor: 2
• Rotatable Bonds: 6

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9354	93.54%
Caco-2	-	0.6792	67.92%
Blood Brain Barrier	+	0.6000	60.00%
Human oral bioavailability	+	0.5286	52.86%
Subcellular localzation	Mitochondria	0.7092	70.92%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8573	85.73%
OATP1B3 inhibitior	+	0.9442	94.42%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	0.9750	97.50%
BSEP inhibitior	-	0.6338	63.38%
P-glycoprotein inhibitior	-	0.5061	50.61%
P-glycoprotein substrate	-	0.6889	68.89%
CYP3A4 substrate	+	0.5961	59.61%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.9038	90.38%
CYP3A4 inhibition	-	0.9622	96.22%
CYP2C9 inhibition	-	0.9223	92.23%
CYP2C19 inhibition	-	0.9222	92.22%
CYP2D6 inhibition	-	0.9582	95.82%
CYP1A2 inhibition	-	0.8553	85.53%
CYP2C8 inhibition	-	0.8772	87.72%
CYP inhibitory promiscuity	-	0.8889	88.89%
UGT catelyzed	+	0.9000	90.00%
Carcinogenicity (binary)	-	0.8871	88.71%
Carcinogenicity (trinary)	Danger	0.4251	42.51%
Eye corrosion	-	0.9208	92.08%
Eye irritation	-	0.9212	92.12%
Skin irritation	-	0.5493	54.93%
Skin corrosion	-	0.8686	86.86%
Ames mutagenesis	-	0.6300	63.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4351	43.51%
Micronuclear	+	0.6300	63.00%
Hepatotoxicity	+	0.6783	67.83%
skin sensitisation	-	0.6957	69.57%
Respiratory toxicity	+	0.5333	53.33%
Reproductive toxicity	-	0.5333	53.33%
Mitochondrial toxicity	-	0.5125	51.25%
Nephrotoxicity	+	0.5641	56.41%
Acute Oral Toxicity (c)	III	0.5165	51.65%
Estrogen receptor binding	+	0.6562	65.62%
Androgen receptor binding	+	0.6398	63.98%
Thyroid receptor binding	-	0.4938	49.38%
Glucocorticoid receptor binding	+	0.5662	56.62%
Aromatase binding	+	0.6317	63.17%
PPAR gamma	-	0.5271	52.71%
Honey bee toxicity	-	0.8470	84.70%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	-	0.6100	61.00%
Fish aquatic toxicity	+	0.8431	84.31%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL4040	P28482	MAP kinase ERK2	91.89%	83.82%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	89.79%	95.56%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	88.84%	94.45%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	87.03%	91.11%
CHEMBL1806	P11388	DNA topoisomerase II alpha	85.11%	89.00%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	84.88%	99.23%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	84.72%	85.14%
CHEMBL2581	P07339	Cathepsin D	84.36%	98.95%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	83.71%	96.09%
CHEMBL1293249	Q13887	Kruppel-like factor 5	83.58%	86.33%
CHEMBL4481	P35228	Nitric oxide synthase, inducible	82.41%	94.80%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 146682300
• LOTUS: LTS0275164
• wikiData: Q105001423