dimethyl (4R,4aR,7R,7aR)-4-hydroxy-4a,7-dimethyl-5,6,7,8-tetrahydrocyclopenta[f][1]benzofuran-4,7a-dicarboxylate

Details

• Internal ID: 68894a00-3131-4f28-8ec3-5abeaaacf10d
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Sesquiterpenoids
• IUPAC Name: dimethyl (4R,4aR,7R,7aR)-4-hydroxy-4a,7-dimethyl-5,6,7,8-tetrahydrocyclopenta[f][1]benzofuran-4,7a-dicarboxylate
• InChI: InChI=1S/C17H22O6/c1-10-5-7-15(2)16(10,13(18)21-3)9-12-11(6-8-23-12)17(15,20)14(19)22-4/h6,8,10,20H,5,7,9H2,1-4H3/t10-,15-,16+,17-/m1/s1
• InChI Key: DRMJOGDVCUBWOI-PEWLAIEXSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₇H₂₂O₆
• Molecular Weight: 322.40 g/mol
• Exact Mass: 322.14163842 g/mol
• Topological Polar Surface Area (TPSA): 86.00 Ų
• XlogP: 1.90
• Atomic LogP (AlogP): 1.79
• H-Bond Acceptor: 6
• H-Bond Donor: 1
• Rotatable Bonds: 2

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9729	97.29%
Caco-2	+	0.5994	59.94%
Blood Brain Barrier	+	0.8000	80.00%
Human oral bioavailability	+	0.6000	60.00%
Subcellular localzation	Mitochondria	0.7814	78.14%
OATP2B1 inhibitior	-	0.8577	85.77%
OATP1B1 inhibitior	+	0.9312	93.12%
OATP1B3 inhibitior	+	0.8227	82.27%
MATE1 inhibitior	-	0.9000	90.00%
OCT2 inhibitior	-	0.7821	78.21%
BSEP inhibitior	-	0.8830	88.30%
P-glycoprotein inhibitior	-	0.8328	83.28%
P-glycoprotein substrate	-	0.7540	75.40%
CYP3A4 substrate	+	0.6177	61.77%
CYP2C9 substrate	-	0.5918	59.18%
CYP2D6 substrate	-	0.7871	78.71%
CYP3A4 inhibition	-	0.7247	72.47%
CYP2C9 inhibition	-	0.7886	78.86%
CYP2C19 inhibition	-	0.7596	75.96%
CYP2D6 inhibition	-	0.9661	96.61%
CYP1A2 inhibition	+	0.6745	67.45%
CYP2C8 inhibition	-	0.6931	69.31%
CYP inhibitory promiscuity	-	0.9651	96.51%
UGT catelyzed	+	0.9000	90.00%
Carcinogenicity (binary)	-	0.9000	90.00%
Carcinogenicity (trinary)	Non-required	0.6221	62.21%
Eye corrosion	-	0.9887	98.87%
Eye irritation	-	0.8832	88.32%
Skin irritation	-	0.6632	66.32%
Skin corrosion	-	0.9029	90.29%
Ames mutagenesis	-	0.7440	74.40%
Human Ether-a-go-go-Related Gene inhibition	-	0.6091	60.91%
Micronuclear	-	0.8500	85.00%
Hepatotoxicity	-	0.6406	64.06%
skin sensitisation	-	0.9047	90.47%
Respiratory toxicity	+	0.6000	60.00%
Reproductive toxicity	+	0.7778	77.78%
Mitochondrial toxicity	+	0.7375	73.75%
Nephrotoxicity	-	0.6670	66.70%
Acute Oral Toxicity (c)	II	0.3763	37.63%
Estrogen receptor binding	+	0.6459	64.59%
Androgen receptor binding	+	0.7015	70.15%
Thyroid receptor binding	-	0.5213	52.13%
Glucocorticoid receptor binding	-	0.6108	61.08%
Aromatase binding	-	0.4943	49.43%
PPAR gamma	-	0.5709	57.09%
Honey bee toxicity	-	0.8875	88.75%
Biodegradation	-	0.7250	72.50%
Crustacea aquatic toxicity	-	0.5800	58.00%
Fish aquatic toxicity	+	0.9784	97.84%

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	97.05%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	95.35%	96.09%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	91.59%	94.45%
CHEMBL340	P08684	Cytochrome P450 3A4	87.50%	91.19%
CHEMBL3137262	O60341	LSD1/CoREST complex	84.92%	97.09%
CHEMBL221	P23219	Cyclooxygenase-1	84.69%	90.17%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	83.89%	95.56%
CHEMBL5608	Q16288	NT-3 growth factor receptor	83.18%	95.89%
CHEMBL4051	P13569	Cystic fibrosis transmembrane conductance regulator	83.09%	95.71%
CHEMBL241	Q14432	Phosphodiesterase 3A	81.09%	92.94%
CHEMBL1806	P11388	DNA topoisomerase II alpha	80.95%	89.00%

Plants that contains it

• Bryopteris filicina

Cross-Links

• PubChem: 101673665
• LOTUS: LTS0133571
• wikiData: Q104987511