4a,6-dihydroxy-8a-methyl-3,5-dimethylidene-4,6,7,8,9,9a-hexahydro-3aH-benzo[f][1]benzofuran-2-one

Details

• Internal ID: c9d70756-5471-44ad-9fea-5c61fba33a02
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene lactones > Sesquiterpene lactones > Eudesmanolides, secoeudesmanolides, and derivatives
• IUPAC Name: 4a,6-dihydroxy-8a-methyl-3,5-dimethylidene-4,6,7,8,9,9a-hexahydro-3aH-benzo[f][1]benzofuran-2-one
• InChI: InChI=1S/C15H20O4/c1-8-10-6-15(18)9(2)11(16)4-5-14(15,3)7-12(10)19-13(8)17/h10-12,16,18H,1-2,4-7H2,3H3
• InChI Key: KILVRZJFZSNQKR-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₅H₂₀O₄
• Molecular Weight: 264.32 g/mol
• Exact Mass: 264.13615911 g/mol
• Topological Polar Surface Area (TPSA): 66.80 Ų
• XlogP: 0.80
• Atomic LogP (AlogP): 1.33
• H-Bond Acceptor: 4
• H-Bond Donor: 2
• Rotatable Bonds: 0

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9841	98.41%
Caco-2	+	0.5679	56.79%
Blood Brain Barrier	-	0.6973	69.73%
Human oral bioavailability	+	0.5429	54.29%
Subcellular localzation	Mitochondria	0.6370	63.70%
OATP2B1 inhibitior	-	0.8533	85.33%
OATP1B1 inhibitior	+	0.8904	89.04%
OATP1B3 inhibitior	+	0.8991	89.91%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	0.6571	65.71%
BSEP inhibitior	-	0.9681	96.81%
P-glycoprotein inhibitior	-	0.9447	94.47%
P-glycoprotein substrate	-	0.8447	84.47%
CYP3A4 substrate	+	0.5960	59.60%
CYP2C9 substrate	-	0.8038	80.38%
CYP2D6 substrate	-	0.8527	85.27%
CYP3A4 inhibition	-	0.7818	78.18%
CYP2C9 inhibition	-	0.9092	90.92%
CYP2C19 inhibition	-	0.8489	84.89%
CYP2D6 inhibition	-	0.9354	93.54%
CYP1A2 inhibition	-	0.7294	72.94%
CYP2C8 inhibition	-	0.8261	82.61%
CYP inhibitory promiscuity	-	0.8791	87.91%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.5084	50.84%
Eye corrosion	-	0.9873	98.73%
Eye irritation	-	0.7653	76.53%
Skin irritation	+	0.5189	51.89%
Skin corrosion	-	0.8994	89.94%
Ames mutagenesis	-	0.6670	66.70%
Human Ether-a-go-go-Related Gene inhibition	-	0.5459	54.59%
Micronuclear	-	0.8400	84.00%
Hepatotoxicity	+	0.8500	85.00%
skin sensitisation	-	0.7725	77.25%
Respiratory toxicity	+	0.7333	73.33%
Reproductive toxicity	+	0.8444	84.44%
Mitochondrial toxicity	+	0.9375	93.75%
Nephrotoxicity	+	0.8195	81.95%
Acute Oral Toxicity (c)	IV	0.3151	31.51%
Estrogen receptor binding	+	0.6930	69.30%
Androgen receptor binding	+	0.5525	55.25%
Thyroid receptor binding	-	0.5933	59.33%
Glucocorticoid receptor binding	+	0.7707	77.07%
Aromatase binding	+	0.5718	57.18%
PPAR gamma	-	0.6338	63.38%
Honey bee toxicity	-	0.8526	85.26%
Biodegradation	-	0.6250	62.50%
Crustacea aquatic toxicity	+	0.5800	58.00%
Fish aquatic toxicity	+	0.9919	99.19%

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	93.90%	91.11%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	92.07%	94.45%
CHEMBL253	P34972	Cannabinoid CB2 receptor	90.65%	97.25%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	86.92%	95.56%
CHEMBL1994	P08235	Mineralocorticoid receptor	86.07%	100.00%
CHEMBL3137262	O60341	LSD1/CoREST complex	85.14%	97.09%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	84.15%	99.23%
CHEMBL221	P23219	Cyclooxygenase-1	82.95%	90.17%
CHEMBL1937	Q92769	Histone deacetylase 2	81.82%	94.75%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	81.70%	85.14%
CHEMBL1907600	Q00535	Cyclin-dependent kinase 5/CDK5 activator 1	81.31%	93.03%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	81.26%	96.09%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	80.49%	97.14%
CHEMBL5608	Q16288	NT-3 growth factor receptor	80.29%	95.89%

Plants that contains it

• Artemisia gmelinii

Cross-Links

• PubChem: 162952290
• LOTUS: LTS0233130
• wikiData: Q105141582