Dermatolactone

Details

• Internal ID: d3790116-6db4-4909-a0e6-3db10e32d513
• Taxonomy: Organoheterocyclic compounds > Furofurans
• IUPAC Name: (3aR,6aR)-3-(2-ethenyl-4,4-dimethylcyclopenten-1-yl)-3,3a,4,6a-tetrahydro-2H-furo[2,3-b]furan-5-one
• SMILES (Canonical): CC1(CC(=C(C1)C2COC3C2CC(=O)O3)C=C)C
• SMILES (Isomeric): CC1(CC(=C(C1)C2CO[C@H]3[C@@H]2CC(=O)O3)C=C)C
• InChI: InChI=1S/C15H20O3/c1-4-9-6-15(2,3)7-11(9)12-8-17-14-10(12)5-13(16)18-14/h4,10,12,14H,1,5-8H2,2-3H3/t10-,12?,14-/m1/s1
• InChI Key: FZBGHAWOESBUMD-GYYYEOQOSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₁₅H₂₀O₃
• Molecular Weight: 248.32 g/mol
• Exact Mass: 248.14124450 g/mol
• Topological Polar Surface Area (TPSA): 35.50 Ų
• XlogP: 2.10
• Atomic LogP (AlogP): 2.82
• H-Bond Acceptor: 3
• H-Bond Donor: 0
• Rotatable Bonds: 2

Synonyms

• (3aR,6aR)-3-(2-ethenyl-4,4-dimethylcyclopenten-1-yl)-3,3a,4,6a-tetrahydro-2H-furo[2,3-b]furan-5-one

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9957	99.57%
Caco-2	+	0.8207	82.07%
Blood Brain Barrier	+	0.6500	65.00%
Human oral bioavailability	-	0.5714	57.14%
Subcellular localzation	Mitochondria	0.6992	69.92%
OATP2B1 inhibitior	-	0.8570	85.70%
OATP1B1 inhibitior	+	0.8666	86.66%
OATP1B3 inhibitior	+	0.8991	89.91%
MATE1 inhibitior	-	0.8400	84.00%
OCT2 inhibitior	-	0.7500	75.00%
BSEP inhibitior	-	0.7571	75.71%
P-glycoprotein inhibitior	-	0.8643	86.43%
P-glycoprotein substrate	-	0.8127	81.27%
CYP3A4 substrate	+	0.5917	59.17%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8713	87.13%
CYP3A4 inhibition	-	0.9241	92.41%
CYP2C9 inhibition	-	0.8310	83.10%
CYP2C19 inhibition	-	0.7646	76.46%
CYP2D6 inhibition	-	0.9230	92.30%
CYP1A2 inhibition	-	0.7305	73.05%
CYP2C8 inhibition	-	0.7967	79.67%
CYP inhibitory promiscuity	-	0.8567	85.67%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.8300	83.00%
Carcinogenicity (trinary)	Non-required	0.5304	53.04%
Eye corrosion	-	0.9226	92.26%
Eye irritation	-	0.5702	57.02%
Skin irritation	-	0.7187	71.87%
Skin corrosion	-	0.9248	92.48%
Ames mutagenesis	-	0.5000	50.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4943	49.43%
Micronuclear	-	0.7000	70.00%
Hepatotoxicity	-	0.5267	52.67%
skin sensitisation	-	0.5864	58.64%
Respiratory toxicity	+	0.5222	52.22%
Reproductive toxicity	-	0.6000	60.00%
Mitochondrial toxicity	-	0.5000	50.00%
Nephrotoxicity	+	0.7829	78.29%
Acute Oral Toxicity (c)	III	0.5511	55.11%
Estrogen receptor binding	-	0.6839	68.39%
Androgen receptor binding	-	0.5360	53.60%
Thyroid receptor binding	-	0.5893	58.93%
Glucocorticoid receptor binding	-	0.5171	51.71%
Aromatase binding	-	0.8012	80.12%
PPAR gamma	-	0.6768	67.68%
Honey bee toxicity	-	0.7473	74.73%
Biodegradation	-	0.8500	85.00%
Crustacea aquatic toxicity	-	0.5500	55.00%
Fish aquatic toxicity	+	0.9932	99.32%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL253	P34972	Cannabinoid CB2 receptor	93.83%	97.25%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	92.63%	91.11%
CHEMBL1902	P62942	FK506-binding protein 1A	89.24%	97.05%
CHEMBL2581	P07339	Cathepsin D	88.37%	98.95%
CHEMBL1994	P08235	Mineralocorticoid receptor	85.21%	100.00%
CHEMBL1806	P11388	DNA topoisomerase II alpha	84.12%	89.00%
CHEMBL3137262	O60341	LSD1/CoREST complex	84.09%	97.09%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	84.03%	95.56%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	83.71%	94.45%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	83.67%	85.14%
CHEMBL5103	Q969S8	Histone deacetylase 10	81.87%	90.08%
CHEMBL255	P29275	Adenosine A2b receptor	81.13%	98.59%
CHEMBL1293267	Q9HC97	G-protein coupled receptor 35	80.70%	89.34%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	80.56%	96.09%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 10514701
• LOTUS: LTS0202161
• wikiData: Q77373291