(4'-Acetyloxy-2'-formyl-1'-methyl-10-methylidene-2,11-dioxospiro[3-oxatricyclo[7.2.1.01,6]dodecane-5,3'-cyclohexane]-1'-yl)methyl acetate

Details

• Internal ID: 86d84c09-4b23-429e-8764-b81dd4d339c3
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene lactones > Diterpene lactones
• IUPAC Name: (4'-acetyloxy-2'-formyl-1'-methyl-10-methylidene-2,11-dioxospiro[3-oxatricyclo[7.2.1.01,6]dodecane-5,3'-cyclohexane]-1'-yl)methyl acetate
• SMILES (Canonical): CC(=O)OCC1(CCC(C2(C1C=O)COC(=O)C34C2CCC(C3)C(=C)C4=O)OC(=O)C)C
• SMILES (Isomeric): CC(=O)OCC1(CCC(C2(C1C=O)COC(=O)C34C2CCC(C3)C(=C)C4=O)OC(=O)C)C
• InChI: InChI=1S/C24H30O8/c1-13-16-5-6-17-23(9-16,20(13)28)21(29)31-12-24(17)18(10-25)22(4,11-30-14(2)26)8-7-19(24)32-15(3)27/h10,16-19H,1,5-9,11-12H2,2-4H3
• InChI Key: HNKDUUDWOTVMPV-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₄H₃₀O₈
• Molecular Weight: 446.50 g/mol
• Exact Mass: 446.19406791 g/mol
• Topological Polar Surface Area (TPSA): 113.00 Ų
• XlogP: 2.20
• Atomic LogP (AlogP): 2.18
• H-Bond Acceptor: 8
• H-Bond Donor: 0
• Rotatable Bonds: 4

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9700	97.00%
Caco-2	-	0.6323	63.23%
Blood Brain Barrier	+	0.7500	75.00%
Human oral bioavailability	-	0.6000	60.00%
Subcellular localzation	Mitochondria	0.6881	68.81%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8626	86.26%
OATP1B3 inhibitior	+	0.9145	91.45%
MATE1 inhibitior	-	0.6800	68.00%
OCT2 inhibitior	-	0.6250	62.50%
BSEP inhibitior	+	0.6821	68.21%
P-glycoprotein inhibitior	+	0.6730	67.30%
P-glycoprotein substrate	-	0.6170	61.70%
CYP3A4 substrate	+	0.6708	67.08%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8787	87.87%
CYP3A4 inhibition	-	0.8217	82.17%
CYP2C9 inhibition	-	0.8630	86.30%
CYP2C19 inhibition	-	0.7895	78.95%
CYP2D6 inhibition	-	0.9537	95.37%
CYP1A2 inhibition	-	0.6549	65.49%
CYP2C8 inhibition	+	0.5616	56.16%
CYP inhibitory promiscuity	-	0.8332	83.32%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.6564	65.64%
Eye corrosion	-	0.9862	98.62%
Eye irritation	-	0.8715	87.15%
Skin irritation	-	0.5675	56.75%
Skin corrosion	-	0.9393	93.93%
Ames mutagenesis	-	0.6100	61.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.6570	65.70%
Micronuclear	-	0.7500	75.00%
Hepatotoxicity	-	0.5495	54.95%
skin sensitisation	-	0.8232	82.32%
Respiratory toxicity	-	0.5444	54.44%
Reproductive toxicity	+	0.8333	83.33%
Mitochondrial toxicity	+	0.6250	62.50%
Nephrotoxicity	+	0.7386	73.86%
Acute Oral Toxicity (c)	III	0.4401	44.01%
Estrogen receptor binding	+	0.8236	82.36%
Androgen receptor binding	+	0.6278	62.78%
Thyroid receptor binding	+	0.5796	57.96%
Glucocorticoid receptor binding	+	0.7684	76.84%
Aromatase binding	+	0.6782	67.82%
PPAR gamma	+	0.6520	65.20%
Honey bee toxicity	-	0.7557	75.57%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	+	0.5900	59.00%
Fish aquatic toxicity	+	0.9954	99.54%

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	97.46%	94.45%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	92.37%	96.09%
CHEMBL3137262	O60341	LSD1/CoREST complex	90.52%	97.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	89.87%	91.11%
CHEMBL2581	P07339	Cathepsin D	89.55%	98.95%
CHEMBL340	P08684	Cytochrome P450 3A4	88.53%	91.19%
CHEMBL253	P34972	Cannabinoid CB2 receptor	87.06%	97.25%
CHEMBL1994	P08235	Mineralocorticoid receptor	86.45%	100.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	85.70%	95.56%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	85.58%	96.77%
CHEMBL3807	P17706	T-cell protein-tyrosine phosphatase	84.77%	93.00%
CHEMBL5028	O14672	ADAM10	83.49%	97.50%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	83.35%	95.50%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	82.88%	92.62%
CHEMBL5608	Q16288	NT-3 growth factor receptor	82.78%	95.89%
CHEMBL1937	Q92769	Histone deacetylase 2	82.63%	94.75%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	81.90%	94.33%
CHEMBL1806	P11388	DNA topoisomerase II alpha	81.81%	89.00%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	81.70%	85.14%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	81.66%	97.14%
CHEMBL3351	Q13085	Acetyl-CoA carboxylase 1	81.57%	93.04%
CHEMBL5255	O00206	Toll-like receptor 4	80.78%	92.50%

Plants that contains it

• Isodon japonicus

Cross-Links

• PubChem: 74349147
• LOTUS: LTS0032157
• wikiData: Q105030911