Asterolaurin C

Details

• Internal ID: f8f5f3a6-9589-4ab7-8b26-3ba6161cfb4b
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Monoterpenoids > Bicyclic monoterpenoids
• IUPAC Name: [(1R,4aS,8S,9R,11aR)-4-[(1R,2S)-1,2-diacetyloxy-4-methylpent-3-enyl]-8,9-dihydroxy-7,11-dimethylidene-1,4a,5,6,8,9,10,11a-octahydrocyclonona[c]pyran-1-yl] acetate
• InChI: InChI=1S/C26H36O9/c1-13(2)10-22(33-16(5)27)25(34-17(6)28)20-12-32-26(35-18(7)29)23-15(4)11-21(30)24(31)14(3)8-9-19(20)23/h10,12,19,21-26,30-31H,3-4,8-9,11H2,1-2,5-7H3/t19-,21-,22+,23+,24+,25-,26-/m1/s1
• InChI Key: KBKLBYIJUCULTB-UMPBZRBBSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₆H₃₆O₉
• Molecular Weight: 492.60 g/mol
• Exact Mass: 492.23593272 g/mol
• Topological Polar Surface Area (TPSA): 129.00 Ų
• XlogP: 1.70
• Atomic LogP (AlogP): 2.87
• H-Bond Acceptor: 9
• H-Bond Donor: 2
• Rotatable Bonds: 6

Synonyms

• CHEMBL1088451

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.8130	81.30%
Caco-2	-	0.7704	77.04%
Blood Brain Barrier	-	0.6500	65.00%
Human oral bioavailability	-	0.7429	74.29%
Subcellular localzation	Mitochondria	0.8009	80.09%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8239	82.39%
OATP1B3 inhibitior	+	0.9356	93.56%
MATE1 inhibitior	-	0.9000	90.00%
OCT2 inhibitior	-	0.8321	83.21%
BSEP inhibitior	+	0.7963	79.63%
P-glycoprotein inhibitior	+	0.6239	62.39%
P-glycoprotein substrate	-	0.6051	60.51%
CYP3A4 substrate	+	0.6477	64.77%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8537	85.37%
CYP3A4 inhibition	-	0.8635	86.35%
CYP2C9 inhibition	-	0.8732	87.32%
CYP2C19 inhibition	-	0.7780	77.80%
CYP2D6 inhibition	-	0.8869	88.69%
CYP1A2 inhibition	-	0.8312	83.12%
CYP2C8 inhibition	+	0.5108	51.08%
CYP inhibitory promiscuity	-	0.9786	97.86%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.9600	96.00%
Carcinogenicity (trinary)	Non-required	0.6826	68.26%
Eye corrosion	-	0.9737	97.37%
Eye irritation	-	0.8647	86.47%
Skin irritation	-	0.6626	66.26%
Skin corrosion	-	0.9281	92.81%
Ames mutagenesis	+	0.5200	52.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4867	48.67%
Micronuclear	-	0.7200	72.00%
Hepatotoxicity	-	0.5026	50.26%
skin sensitisation	-	0.7773	77.73%
Respiratory toxicity	+	0.5444	54.44%
Reproductive toxicity	+	0.7667	76.67%
Mitochondrial toxicity	+	0.7375	73.75%
Nephrotoxicity	+	0.5423	54.23%
Acute Oral Toxicity (c)	III	0.4794	47.94%
Estrogen receptor binding	+	0.7367	73.67%
Androgen receptor binding	+	0.6006	60.06%
Thyroid receptor binding	+	0.5282	52.82%
Glucocorticoid receptor binding	+	0.7486	74.86%
Aromatase binding	-	0.5568	55.68%
PPAR gamma	+	0.6177	61.77%
Honey bee toxicity	-	0.7236	72.36%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	-	0.5600	56.00%
Fish aquatic toxicity	+	0.8935	89.35%

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	95.89%	91.11%
CHEMBL2581	P07339	Cathepsin D	92.64%	98.95%
CHEMBL340	P08684	Cytochrome P450 3A4	91.68%	91.19%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	91.65%	96.09%
CHEMBL3137262	O60341	LSD1/CoREST complex	89.23%	97.09%
CHEMBL1806	P11388	DNA topoisomerase II alpha	87.74%	89.00%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	87.50%	94.45%
CHEMBL5608	Q16288	NT-3 growth factor receptor	86.98%	95.89%
CHEMBL3060	Q9Y345	Glycine transporter 2	86.38%	99.17%
CHEMBL2413	P32246	C-C chemokine receptor type 1	85.40%	89.50%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	84.88%	95.56%
CHEMBL3359	P21462	Formyl peptide receptor 1	83.46%	93.56%
CHEMBL1994	P08235	Mineralocorticoid receptor	83.26%	100.00%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	83.21%	95.89%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 44605892
• LOTUS: LTS0151797
• wikiData: Q105138305