3a,4,9b-trihydroxy-5,8-dimethyl-1-methylidene-5,5a,6,9a-tetrahydro-4H-benzo[e][1]benzofuran-7-one

Details

• Internal ID: 9a717e8f-3355-4346-8973-9f0ebcd4e222
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Sesquiterpenoids
• IUPAC Name: 3a,4,9b-trihydroxy-5,8-dimethyl-1-methylidene-5,5a,6,9a-tetrahydro-4H-benzo[e][1]benzofuran-7-one
• InChI: InChI=1S/C15H20O5/c1-7-4-11-10(5-12(7)16)9(3)13(17)15(19)14(11,18)8(2)6-20-15/h4,9-11,13,17-19H,2,5-6H2,1,3H3
• InChI Key: GLHDTCDWPSSAKH-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₅H₂₀O₅
• Molecular Weight: 280.32 g/mol
• Exact Mass: 280.13107373 g/mol
• Topological Polar Surface Area (TPSA): 87.00 Ų
• XlogP: -0.90
• Atomic LogP (AlogP): 0.15
• H-Bond Acceptor: 5
• H-Bond Donor: 3
• Rotatable Bonds: 0

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9366	93.66%
Caco-2	-	0.6653	66.53%
Blood Brain Barrier	-	0.6500	65.00%
Human oral bioavailability	+	0.5143	51.43%
Subcellular localzation	Mitochondria	0.7083	70.83%
OATP2B1 inhibitior	-	0.8585	85.85%
OATP1B1 inhibitior	+	0.8638	86.38%
OATP1B3 inhibitior	+	0.9510	95.10%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	1.0000	100.00%
BSEP inhibitior	-	0.8971	89.71%
P-glycoprotein inhibitior	-	0.9173	91.73%
P-glycoprotein substrate	-	0.7575	75.75%
CYP3A4 substrate	+	0.5772	57.72%
CYP2C9 substrate	-	0.7861	78.61%
CYP2D6 substrate	-	0.8744	87.44%
CYP3A4 inhibition	-	0.8981	89.81%
CYP2C9 inhibition	-	0.8653	86.53%
CYP2C19 inhibition	-	0.8549	85.49%
CYP2D6 inhibition	-	0.9042	90.42%
CYP1A2 inhibition	-	0.7746	77.46%
CYP2C8 inhibition	-	0.9208	92.08%
CYP inhibitory promiscuity	-	0.7890	78.90%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	1.0000	100.00%
Carcinogenicity (trinary)	Non-required	0.6098	60.98%
Eye corrosion	-	0.9857	98.57%
Eye irritation	-	0.9008	90.08%
Skin irritation	-	0.6225	62.25%
Skin corrosion	-	0.9022	90.22%
Ames mutagenesis	-	0.6200	62.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.6717	67.17%
Micronuclear	-	0.6141	61.41%
Hepatotoxicity	+	0.7107	71.07%
skin sensitisation	-	0.7808	78.08%
Respiratory toxicity	+	0.5444	54.44%
Reproductive toxicity	+	0.7889	78.89%
Mitochondrial toxicity	+	0.6125	61.25%
Nephrotoxicity	+	0.6631	66.31%
Acute Oral Toxicity (c)	III	0.4550	45.50%
Estrogen receptor binding	+	0.6193	61.93%
Androgen receptor binding	+	0.6533	65.33%
Thyroid receptor binding	+	0.5842	58.42%
Glucocorticoid receptor binding	-	0.4666	46.66%
Aromatase binding	-	0.5000	50.00%
PPAR gamma	-	0.6136	61.36%
Honey bee toxicity	-	0.7615	76.15%
Biodegradation	-	0.7250	72.50%
Crustacea aquatic toxicity	+	0.5600	56.00%
Fish aquatic toxicity	+	0.9665	96.65%

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	95.73%	91.11%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	90.97%	85.14%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	89.96%	95.56%
CHEMBL4481	P35228	Nitric oxide synthase, inducible	87.82%	94.80%
CHEMBL2581	P07339	Cathepsin D	87.31%	98.95%
CHEMBL1994	P08235	Mineralocorticoid receptor	86.53%	100.00%
CHEMBL1806	P11388	DNA topoisomerase II alpha	86.38%	89.00%
CHEMBL4803	P29474	Nitric-oxide synthase, endothelial	86.36%	86.00%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	85.23%	96.09%
CHEMBL1937	Q92769	Histone deacetylase 2	83.74%	94.75%
CHEMBL241	Q14432	Phosphodiesterase 3A	83.63%	92.94%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	82.33%	99.23%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	81.45%	94.45%
CHEMBL5103	Q969S8	Histone deacetylase 10	80.56%	90.08%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 162863535
• LOTUS: LTS0222016
• wikiData: Q104167271