(4'-Methyl-6,9-dimethylidene-2-oxospiro[3a,4,5,6a,7,8,9a,9b-octahydroazuleno[4,5-b]furan-3,2'-oxetane]-4-yl) 2-(hydroxymethyl)prop-2-enoate

Details

• Internal ID: 2c558cd3-2273-4a12-8150-9b082e59791f
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene lactones > Sesquiterpene lactones > Guaianolides and derivatives
• IUPAC Name: (4'-methyl-6,9-dimethylidene-2-oxospiro[3a,4,5,6a,7,8,9a,9b-octahydroazuleno[4,5-b]furan-3,2'-oxetane]-4-yl) 2-(hydroxymethyl)prop-2-enoate
• InChI: InChI=1S/C21H26O6/c1-10-5-6-14-11(2)7-15(25-19(23)12(3)9-22)17-18(16(10)14)26-20(24)21(17)8-13(4)27-21/h13-18,22H,1-3,5-9H2,4H3
• InChI Key: CARWXVQCHUGFKF-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₁H₂₆O₆
• Molecular Weight: 374.40 g/mol
• Exact Mass: 374.17293854 g/mol
• Topological Polar Surface Area (TPSA): 82.10 Ų
• XlogP: 1.80
• Atomic LogP (AlogP): 2.08
• H-Bond Acceptor: 6
• H-Bond Donor: 1
• Rotatable Bonds: 3

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9668	96.68%
Caco-2	-	0.7284	72.84%
Blood Brain Barrier	+	0.5500	55.00%
Human oral bioavailability	+	0.5286	52.86%
Subcellular localzation	Mitochondria	0.7333	73.33%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8723	87.23%
OATP1B3 inhibitior	+	0.9326	93.26%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	-	0.6271	62.71%
BSEP inhibitior	-	0.7708	77.08%
P-glycoprotein inhibitior	-	0.6050	60.50%
P-glycoprotein substrate	+	0.5061	50.61%
CYP3A4 substrate	+	0.6714	67.14%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8556	85.56%
CYP3A4 inhibition	-	0.8281	82.81%
CYP2C9 inhibition	-	0.7905	79.05%
CYP2C19 inhibition	-	0.8261	82.61%
CYP2D6 inhibition	-	0.9165	91.65%
CYP1A2 inhibition	-	0.7427	74.27%
CYP2C8 inhibition	-	0.7322	73.22%
CYP inhibitory promiscuity	-	0.9451	94.51%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.8943	89.43%
Carcinogenicity (trinary)	Non-required	0.4291	42.91%
Eye corrosion	-	0.9628	96.28%
Eye irritation	-	0.8553	85.53%
Skin irritation	-	0.6842	68.42%
Skin corrosion	-	0.9237	92.37%
Ames mutagenesis	-	0.5970	59.70%
Human Ether-a-go-go-Related Gene inhibition	-	0.6617	66.17%
Micronuclear	-	0.7900	79.00%
Hepatotoxicity	+	0.5750	57.50%
skin sensitisation	-	0.8037	80.37%
Respiratory toxicity	+	0.7000	70.00%
Reproductive toxicity	+	0.5778	57.78%
Mitochondrial toxicity	+	0.6000	60.00%
Nephrotoxicity	+	0.5414	54.14%
Acute Oral Toxicity (c)	III	0.5594	55.94%
Estrogen receptor binding	+	0.6337	63.37%
Androgen receptor binding	+	0.6629	66.29%
Thyroid receptor binding	+	0.5562	55.62%
Glucocorticoid receptor binding	+	0.6124	61.24%
Aromatase binding	+	0.5588	55.88%
PPAR gamma	+	0.6353	63.53%
Honey bee toxicity	-	0.7725	77.25%
Biodegradation	-	0.7250	72.50%
Crustacea aquatic toxicity	-	0.6200	62.00%
Fish aquatic toxicity	+	0.9116	91.16%

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	96.61%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	95.42%	96.09%
CHEMBL3137262	O60341	LSD1/CoREST complex	90.69%	97.09%
CHEMBL340	P08684	Cytochrome P450 3A4	87.26%	91.19%
CHEMBL2581	P07339	Cathepsin D	86.87%	98.95%
CHEMBL5103	Q969S8	Histone deacetylase 10	86.70%	90.08%
CHEMBL5608	Q16288	NT-3 growth factor receptor	85.64%	95.89%
CHEMBL3060	Q9Y345	Glycine transporter 2	83.37%	99.17%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	83.11%	95.56%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	81.93%	86.92%
CHEMBL1994	P08235	Mineralocorticoid receptor	81.51%	100.00%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	81.21%	95.50%

Plants that contains it

• Cheirolophus canariensis

Cross-Links

• PubChem: 163030087
• LOTUS: LTS0168066
• wikiData: Q104951845