(6-Hydroxy-5a-methyl-3,9-dimethylidene-2-oxo-3a,4,5,6,7,8,9a,9b-octahydrobenzo[g][1]benzofuran-4-yl) 2-(hydroxymethyl)prop-2-enoate

Details

• Internal ID: 21fe1602-3453-4e24-9c0c-a43cd5cb1a6b
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene lactones > Sesquiterpene lactones > Eudesmanolides, secoeudesmanolides, and derivatives
• IUPAC Name: (6-hydroxy-5a-methyl-3,9-dimethylidene-2-oxo-3a,4,5,6,7,8,9a,9b-octahydrobenzo[g][1]benzofuran-4-yl) 2-(hydroxymethyl)prop-2-enoate
• InChI: InChI=1S/C19H24O6/c1-9-5-6-13(21)19(4)7-12(24-17(22)10(2)8-20)14-11(3)18(23)25-16(14)15(9)19/h12-16,20-21H,1-3,5-8H2,4H3
• InChI Key: MHDVLFZPAOBMJD-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₉H₂₄O₆
• Molecular Weight: 348.40 g/mol
• Exact Mass: 348.15728848 g/mol
• Topological Polar Surface Area (TPSA): 93.10 Ų
• XlogP: 1.40
• Atomic LogP (AlogP): 1.28
• H-Bond Acceptor: 6
• H-Bond Donor: 2
• Rotatable Bonds: 3

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9899	98.99%
Caco-2	-	0.5944	59.44%
Blood Brain Barrier	+	0.6000	60.00%
Human oral bioavailability	+	0.5286	52.86%
Subcellular localzation	Mitochondria	0.7878	78.78%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8983	89.83%
OATP1B3 inhibitior	+	0.9500	95.00%
MATE1 inhibitior	-	0.8812	88.12%
OCT2 inhibitior	-	0.5280	52.80%
BSEP inhibitior	-	0.9472	94.72%
P-glycoprotein inhibitior	-	0.8106	81.06%
P-glycoprotein substrate	-	0.6439	64.39%
CYP3A4 substrate	+	0.6784	67.84%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8580	85.80%
CYP3A4 inhibition	-	0.5240	52.40%
CYP2C9 inhibition	-	0.8489	84.89%
CYP2C19 inhibition	-	0.9036	90.36%
CYP2D6 inhibition	-	0.9436	94.36%
CYP1A2 inhibition	-	0.8133	81.33%
CYP2C8 inhibition	-	0.6695	66.95%
CYP inhibitory promiscuity	-	0.8691	86.91%
UGT catelyzed	-	0.6000	60.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.5790	57.90%
Eye corrosion	-	0.9892	98.92%
Eye irritation	-	0.8474	84.74%
Skin irritation	+	0.4901	49.01%
Skin corrosion	-	0.9327	93.27%
Ames mutagenesis	-	0.6970	69.70%
Human Ether-a-go-go-Related Gene inhibition	-	0.4422	44.22%
Micronuclear	-	0.7800	78.00%
Hepatotoxicity	+	0.6125	61.25%
skin sensitisation	-	0.8878	88.78%
Respiratory toxicity	+	0.6556	65.56%
Reproductive toxicity	+	0.8000	80.00%
Mitochondrial toxicity	+	0.8500	85.00%
Nephrotoxicity	+	0.6447	64.47%
Acute Oral Toxicity (c)	III	0.4855	48.55%
Estrogen receptor binding	+	0.7618	76.18%
Androgen receptor binding	+	0.6436	64.36%
Thyroid receptor binding	+	0.5924	59.24%
Glucocorticoid receptor binding	+	0.7059	70.59%
Aromatase binding	+	0.5583	55.83%
PPAR gamma	+	0.5591	55.91%
Honey bee toxicity	-	0.7440	74.40%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	-	0.5000	50.00%
Fish aquatic toxicity	+	0.9924	99.24%

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	96.84%	91.11%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	91.53%	94.45%
CHEMBL221	P23219	Cyclooxygenase-1	90.81%	90.17%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	89.23%	96.09%
CHEMBL3137262	O60341	LSD1/CoREST complex	88.00%	97.09%
CHEMBL253	P34972	Cannabinoid CB2 receptor	87.26%	97.25%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	86.75%	95.56%
CHEMBL1994	P08235	Mineralocorticoid receptor	86.03%	100.00%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	85.63%	99.23%
CHEMBL1293249	Q13887	Kruppel-like factor 5	84.24%	86.33%
CHEMBL3351	Q13085	Acetyl-CoA carboxylase 1	83.15%	93.04%
CHEMBL5608	Q16288	NT-3 growth factor receptor	81.59%	95.89%
CHEMBL1806	P11388	DNA topoisomerase II alpha	80.49%	89.00%

Plants that contains it

• Zexmenia phyllocephala

Cross-Links

• PubChem: 163059342
• LOTUS: LTS0051377
• wikiData: Q105163745