(4,5-Dihydroxy-5,8a-dimethyl-3-methylidene-2-oxo-3a,4,4a,6,7,8,9,9a-octahydrobenzo[f][1]benzofuran-8-yl) acetate

Details

• Internal ID: 937dd8e3-e1ef-45d1-9651-dbef44101812
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene lactones > Sesquiterpene lactones > Eudesmanolides, secoeudesmanolides, and derivatives
• IUPAC Name: (4,5-dihydroxy-5,8a-dimethyl-3-methylidene-2-oxo-3a,4,4a,6,7,8,9,9a-octahydrobenzo[f][1]benzofuran-8-yl) acetate
• InChI: InChI=1S/C17H24O6/c1-8-12-10(23-15(8)20)7-16(3)11(22-9(2)18)5-6-17(4,21)14(16)13(12)19/h10-14,19,21H,1,5-7H2,2-4H3
• InChI Key: NPTBZGXGBKTMNY-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₇H₂₄O₆
• Molecular Weight: 324.40 g/mol
• Exact Mass: 324.15728848 g/mol
• Topological Polar Surface Area (TPSA): 93.10 Ų
• XlogP: 1.00
• Atomic LogP (AlogP): 0.95
• H-Bond Acceptor: 6
• 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	+	0.9745	97.45%
Caco-2	+	0.6251	62.51%
Blood Brain Barrier	+	0.5250	52.50%
Human oral bioavailability	-	0.5857	58.57%
Subcellular localzation	Mitochondria	0.6879	68.79%
OATP2B1 inhibitior	-	0.8584	85.84%
OATP1B1 inhibitior	+	0.9167	91.67%
OATP1B3 inhibitior	-	0.2168	21.68%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	-	0.6124	61.24%
BSEP inhibitior	-	0.9608	96.08%
P-glycoprotein inhibitior	-	0.7449	74.49%
P-glycoprotein substrate	-	0.8717	87.17%
CYP3A4 substrate	+	0.6628	66.28%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8949	89.49%
CYP3A4 inhibition	+	0.5000	50.00%
CYP2C9 inhibition	-	0.8268	82.68%
CYP2C19 inhibition	-	0.8776	87.76%
CYP2D6 inhibition	-	0.9515	95.15%
CYP1A2 inhibition	-	0.7163	71.63%
CYP2C8 inhibition	-	0.7350	73.50%
CYP inhibitory promiscuity	-	0.8842	88.42%
UGT catelyzed	+	0.9000	90.00%
Carcinogenicity (binary)	-	1.0000	100.00%
Carcinogenicity (trinary)	Non-required	0.5776	57.76%
Eye corrosion	-	0.9905	99.05%
Eye irritation	-	0.9380	93.80%
Skin irritation	+	0.5936	59.36%
Skin corrosion	-	0.9089	90.89%
Ames mutagenesis	-	0.6500	65.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4200	42.00%
Micronuclear	-	0.7400	74.00%
Hepatotoxicity	+	0.5177	51.77%
skin sensitisation	-	0.8233	82.33%
Respiratory toxicity	+	0.6000	60.00%
Reproductive toxicity	+	0.9444	94.44%
Mitochondrial toxicity	+	0.9750	97.50%
Nephrotoxicity	+	0.8333	83.33%
Acute Oral Toxicity (c)	I	0.5055	50.55%
Estrogen receptor binding	+	0.8547	85.47%
Androgen receptor binding	+	0.5599	55.99%
Thyroid receptor binding	+	0.6195	61.95%
Glucocorticoid receptor binding	-	0.4758	47.58%
Aromatase binding	-	0.4824	48.24%
PPAR gamma	+	0.6896	68.96%
Honey bee toxicity	-	0.7972	79.72%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	-	0.5550	55.50%
Fish aquatic toxicity	+	0.9962	99.62%

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	95.49%	91.11%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	92.40%	94.45%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	89.54%	96.09%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	88.04%	95.56%
CHEMBL1806	P11388	DNA topoisomerase II alpha	87.42%	89.00%
CHEMBL1994	P08235	Mineralocorticoid receptor	86.77%	100.00%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	86.57%	99.23%
CHEMBL5608	Q16288	NT-3 growth factor receptor	86.26%	95.89%
CHEMBL253	P34972	Cannabinoid CB2 receptor	85.34%	97.25%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	84.64%	97.14%
CHEMBL3137262	O60341	LSD1/CoREST complex	84.01%	97.09%
CHEMBL241	Q14432	Phosphodiesterase 3A	83.90%	92.94%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	82.41%	85.14%
CHEMBL340	P08684	Cytochrome P450 3A4	81.40%	91.19%

Plants that contains it

• Gonospermum gomerae

Cross-Links

• PubChem: 75053399
• LOTUS: LTS0146450
• wikiData: Q105183390