(6,7'-Dihydroxy-3a-methyl-10'-methylidene-2',11'-dioxospiro[1,3,4,5,6,7a-hexahydro-2-benzofuran-7,5'-3-oxatricyclo[7.2.1.01,6]dodecane]-1-yl) acetate

Details

• Internal ID: 8f0cd9ec-c96a-4765-b4e8-7ba4942fcd4c
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene lactones > Diterpene lactones
• IUPAC Name: (6,7'-dihydroxy-3a-methyl-10'-methylidene-2',11'-dioxospiro[1,3,4,5,6,7a-hexahydro-2-benzofuran-7,5'-3-oxatricyclo[7.2.1.01,6]dodecane]-1-yl) acetate
• SMILES (Canonical): CC(=O)OC1C2C(CCC(C23COC(=O)C45C3C(CC(C4)C(=C)C5=O)O)O)(CO1)C
• SMILES (Isomeric): CC(=O)OC1C2C(CCC(C23COC(=O)C45C3C(CC(C4)C(=C)C5=O)O)O)(CO1)C
• InChI: InChI=1S/C22H28O8/c1-10-12-6-13(24)15-21(7-12,17(10)26)19(27)29-9-22(15)14(25)4-5-20(3)8-28-18(16(20)22)30-11(2)23/h12-16,18,24-25H,1,4-9H2,2-3H3
• InChI Key: XESCNAZYJNKEGK-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₂H₂₈O₈
• Molecular Weight: 420.50 g/mol
• Exact Mass: 420.17841785 g/mol
• Topological Polar Surface Area (TPSA): 119.00 Ų
• XlogP: 0.80
• Atomic LogP (AlogP): 0.74
• H-Bond Acceptor: 8
• H-Bond Donor: 2
• Rotatable Bonds: 1

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9541	95.41%
Caco-2	-	0.6709	67.09%
Blood Brain Barrier	-	0.5250	52.50%
Human oral bioavailability	-	0.6714	67.14%
Subcellular localzation	Mitochondria	0.8101	81.01%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8531	85.31%
OATP1B3 inhibitior	+	0.9458	94.58%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	0.7120	71.20%
BSEP inhibitior	+	0.5653	56.53%
P-glycoprotein inhibitior	-	0.6207	62.07%
P-glycoprotein substrate	-	0.5299	52.99%
CYP3A4 substrate	+	0.7074	70.74%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8761	87.61%
CYP3A4 inhibition	-	0.7848	78.48%
CYP2C9 inhibition	-	0.8776	87.76%
CYP2C19 inhibition	-	0.8969	89.69%
CYP2D6 inhibition	-	0.9407	94.07%
CYP1A2 inhibition	-	0.8496	84.96%
CYP2C8 inhibition	+	0.4584	45.84%
CYP inhibitory promiscuity	-	0.9535	95.35%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	1.0000	100.00%
Carcinogenicity (trinary)	Non-required	0.5525	55.25%
Eye corrosion	-	0.9889	98.89%
Eye irritation	-	0.9410	94.10%
Skin irritation	-	0.5497	54.97%
Skin corrosion	-	0.9239	92.39%
Ames mutagenesis	-	0.5900	59.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.6782	67.82%
Micronuclear	-	0.7800	78.00%
Hepatotoxicity	+	0.5177	51.77%
skin sensitisation	-	0.8650	86.50%
Respiratory toxicity	+	0.7111	71.11%
Reproductive toxicity	+	0.9000	90.00%
Mitochondrial toxicity	+	0.8250	82.50%
Nephrotoxicity	+	0.8362	83.62%
Acute Oral Toxicity (c)	I	0.5075	50.75%
Estrogen receptor binding	+	0.7677	76.77%
Androgen receptor binding	+	0.6844	68.44%
Thyroid receptor binding	+	0.5414	54.14%
Glucocorticoid receptor binding	+	0.7861	78.61%
Aromatase binding	+	0.6833	68.33%
PPAR gamma	-	0.5182	51.82%
Honey bee toxicity	-	0.7059	70.59%
Biodegradation	-	0.7500	75.00%
Crustacea aquatic toxicity	+	0.5400	54.00%
Fish aquatic toxicity	+	0.9918	99.18%

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	96.46%	94.45%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	95.53%	96.09%
CHEMBL3137262	O60341	LSD1/CoREST complex	94.99%	97.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	93.87%	91.11%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	91.46%	82.69%
CHEMBL2581	P07339	Cathepsin D	89.77%	98.95%
CHEMBL1994	P08235	Mineralocorticoid receptor	88.92%	100.00%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	88.02%	85.14%
CHEMBL241	Q14432	Phosphodiesterase 3A	87.34%	92.94%
CHEMBL340	P08684	Cytochrome P450 3A4	87.09%	91.19%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	86.51%	97.14%
CHEMBL1806	P11388	DNA topoisomerase II alpha	86.29%	89.00%
CHEMBL2781	P19634	Sodium/hydrogen exchanger 1	85.29%	90.24%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	85.21%	91.07%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	84.10%	99.23%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	83.60%	95.56%
CHEMBL1937	Q92769	Histone deacetylase 2	83.12%	94.75%
CHEMBL5255	O00206	Toll-like receptor 4	81.75%	92.50%
CHEMBL253	P34972	Cannabinoid CB2 receptor	81.50%	97.25%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	80.48%	94.33%
CHEMBL4051	P13569	Cystic fibrosis transmembrane conductance regulator	80.37%	95.71%

Plants that contains it

• Isodon oresbius

Cross-Links

• PubChem: 78201215
• LOTUS: LTS0175299
• wikiData: Q105326578