[(1S,1'S,2'R,5R,6S,9R)-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: 45b7237b-fe23-4c41-a057-e9dbb289f401
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene lactones > Diterpene lactones
• IUPAC Name: [(1S,1'S,2'R,5R,6S,9R)-2'-formyl-1'-methyl-10-methylidene-2,11-dioxospiro[3-oxatricyclo[7.2.1.01,6]dodecane-5,3'-cyclohexane]-1'-yl]methyl acetate
• InChI: InChI=1S/C22H28O6/c1-13-15-5-6-16-21(12-28-19(26)22(16,9-15)18(13)25)8-4-7-20(3,17(21)10-23)11-27-14(2)24/h10,15-17H,1,4-9,11-12H2,2-3H3/t15-,16+,17-,20-,21-,22+/m1/s1
• InChI Key: IHWMCWUEIIJTJY-HVQDOZNTSA-N
• Popularity: 3 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₂H₂₈O₆
• Molecular Weight: 388.50 g/mol
• Exact Mass: 388.18858861 g/mol
• Topological Polar Surface Area (TPSA): 86.70 Ų
• XlogP: 2.70
• Atomic LogP (AlogP): 2.64
• H-Bond Acceptor: 6
• H-Bond Donor: 0
• Rotatable Bonds: 3

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	+	0.5571	55.71%
Blood Brain Barrier	+	0.7750	77.50%
Human oral bioavailability	-	0.5286	52.86%
Subcellular localzation	Mitochondria	0.6776	67.76%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8585	85.85%
OATP1B3 inhibitior	+	0.9287	92.87%
MATE1 inhibitior	-	0.6800	68.00%
OCT2 inhibitior	-	0.6250	62.50%
BSEP inhibitior	+	0.7171	71.71%
P-glycoprotein inhibitior	-	0.4587	45.87%
P-glycoprotein substrate	-	0.6580	65.80%
CYP3A4 substrate	+	0.6466	64.66%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8787	87.87%
CYP3A4 inhibition	-	0.8020	80.20%
CYP2C9 inhibition	-	0.7955	79.55%
CYP2C19 inhibition	-	0.7295	72.95%
CYP2D6 inhibition	-	0.9175	91.75%
CYP1A2 inhibition	-	0.5518	55.18%
CYP2C8 inhibition	+	0.5053	50.53%
CYP inhibitory promiscuity	-	0.7096	70.96%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.6598	65.98%
Eye corrosion	-	0.9825	98.25%
Eye irritation	-	0.8762	87.62%
Skin irritation	-	0.5853	58.53%
Skin corrosion	-	0.9353	93.53%
Ames mutagenesis	-	0.6400	64.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.6446	64.46%
Micronuclear	-	0.7200	72.00%
Hepatotoxicity	-	0.5495	54.95%
skin sensitisation	-	0.7800	78.00%
Respiratory toxicity	+	0.5333	53.33%
Reproductive toxicity	+	0.6778	67.78%
Mitochondrial toxicity	+	0.6000	60.00%
Nephrotoxicity	+	0.6176	61.76%
Acute Oral Toxicity (c)	III	0.4074	40.74%
Estrogen receptor binding	+	0.7699	76.99%
Androgen receptor binding	+	0.6056	60.56%
Thyroid receptor binding	+	0.6124	61.24%
Glucocorticoid receptor binding	+	0.7875	78.75%
Aromatase binding	+	0.6808	68.08%
PPAR gamma	+	0.6156	61.56%
Honey bee toxicity	-	0.8055	80.55%
Biodegradation	-	0.7250	72.50%
Crustacea aquatic toxicity	+	0.5600	56.00%
Fish aquatic toxicity	+	1.0000	100.00%

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	98.12%	94.45%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	93.64%	91.11%
CHEMBL3137262	O60341	LSD1/CoREST complex	91.84%	97.09%
CHEMBL253	P34972	Cannabinoid CB2 receptor	91.26%	97.25%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	91.17%	96.77%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	90.58%	96.09%
CHEMBL2581	P07339	Cathepsin D	90.44%	98.95%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	87.10%	95.50%
CHEMBL340	P08684	Cytochrome P450 3A4	86.68%	91.19%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	86.25%	95.56%
CHEMBL1994	P08235	Mineralocorticoid receptor	86.23%	100.00%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	85.46%	82.69%
CHEMBL5608	Q16288	NT-3 growth factor receptor	84.16%	95.89%
CHEMBL3351	Q13085	Acetyl-CoA carboxylase 1	84.03%	93.04%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	82.68%	94.33%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	82.46%	92.62%
CHEMBL5255	O00206	Toll-like receptor 4	82.16%	92.50%
CHEMBL3807	P17706	T-cell protein-tyrosine phosphatase	82.14%	93.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	81.71%	86.33%
CHEMBL1806	P11388	DNA topoisomerase II alpha	81.69%	89.00%
CHEMBL4051	P13569	Cystic fibrosis transmembrane conductance regulator	81.68%	95.71%
CHEMBL1293267	Q9HC97	G-protein coupled receptor 35	81.17%	89.34%
CHEMBL5028	O14672	ADAM10	81.07%	97.50%

Plants that contains it

• Isodon effusus
• Isodon enanderianus

Cross-Links

• PubChem: 162909298
• LOTUS: LTS0170719
• wikiData: Q105113281