Euryopsol

Details

• Internal ID: 653fa9ab-c124-4da9-903a-d4054fe0bc39
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Sesquiterpenoids > Eremophilane, 8,9-secoeremophilane and furoeremophilane sesquiterpenoids
• IUPAC Name: 3,4a,5-trimethyl-4,5,6,7,8,9-hexahydrobenzo[f][1]benzofuran-4,8,8a-triol
• SMILES (Canonical): CC1CCC(C2(C1(C(C3=C(C2)OC=C3C)O)C)O)O
• SMILES (Isomeric): CC1CCC(C2(C1(C(C3=C(C2)OC=C3C)O)C)O)O
• InChI: InChI=1S/C15H22O4/c1-8-7-19-10-6-15(18)11(16)5-4-9(2)14(15,3)13(17)12(8)10/h7,9,11,13,16-18H,4-6H2,1-3H3
• InChI Key: IINNMFOYYXXCQT-UHFFFAOYSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₁₅H₂₂O₄
• Molecular Weight: 266.33 g/mol
• Exact Mass: 266.15180918 g/mol
• Topological Polar Surface Area (TPSA): 73.80 Ų
• XlogP: 1.10
• Atomic LogP (AlogP): 1.71
• H-Bond Acceptor: 4
• H-Bond Donor: 3
• Rotatable Bonds: 0

Synonyms

• NSC113235
• NSC 113235
• 25274-06-0
• 3,4a,5-Trimethyl-4,5,6,7,8,9-hexahydronaphtho(2,3-b)furan-4,8,8a(4aH)-triol
• 3,4a,5-Trimethyl-4,5,6,7,8,9-hexahydronaphtho[2,3-b]furan-4,8,8a(4aH)-triol
• 3,4a,5-trimethyl-4,5,6,7,8,9-hexahydrobenzo[f]benzofuran-4,8,8a-triol

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9551	95.51%
Caco-2	-	0.6061	60.61%
Blood Brain Barrier	+	0.5250	52.50%
Human oral bioavailability	+	0.5286	52.86%
Subcellular localzation	Mitochondria	0.5299	52.99%
OATP2B1 inhibitior	-	0.8543	85.43%
OATP1B1 inhibitior	+	0.9321	93.21%
OATP1B3 inhibitior	+	0.9447	94.47%
MATE1 inhibitior	-	0.8800	88.00%
OCT2 inhibitior	-	0.7571	75.71%
BSEP inhibitior	-	0.8154	81.54%
P-glycoprotein inhibitior	-	0.9404	94.04%
P-glycoprotein substrate	-	0.7739	77.39%
CYP3A4 substrate	+	0.5897	58.97%
CYP2C9 substrate	-	0.5981	59.81%
CYP2D6 substrate	-	0.7105	71.05%
CYP3A4 inhibition	-	0.8455	84.55%
CYP2C9 inhibition	-	0.8582	85.82%
CYP2C19 inhibition	-	0.8149	81.49%
CYP2D6 inhibition	-	0.9402	94.02%
CYP1A2 inhibition	-	0.5409	54.09%
CYP2C8 inhibition	-	0.7620	76.20%
CYP inhibitory promiscuity	-	0.9203	92.03%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.8200	82.00%
Carcinogenicity (trinary)	Non-required	0.5363	53.63%
Eye corrosion	-	0.9916	99.16%
Eye irritation	-	0.9692	96.92%
Skin irritation	-	0.5710	57.10%
Skin corrosion	-	0.8950	89.50%
Ames mutagenesis	-	0.6770	67.70%
Human Ether-a-go-go-Related Gene inhibition	-	0.7083	70.83%
Micronuclear	-	0.9000	90.00%
Hepatotoxicity	-	0.6250	62.50%
skin sensitisation	-	0.8514	85.14%
Respiratory toxicity	+	0.6444	64.44%
Reproductive toxicity	+	0.8556	85.56%
Mitochondrial toxicity	+	0.9375	93.75%
Nephrotoxicity	-	0.7744	77.44%
Acute Oral Toxicity (c)	III	0.4384	43.84%
Estrogen receptor binding	+	0.7272	72.72%
Androgen receptor binding	+	0.5833	58.33%
Thyroid receptor binding	+	0.6242	62.42%
Glucocorticoid receptor binding	-	0.5000	50.00%
Aromatase binding	-	0.5895	58.95%
PPAR gamma	+	0.5761	57.61%
Honey bee toxicity	-	0.9466	94.66%
Biodegradation	-	0.7250	72.50%
Crustacea aquatic toxicity	+	0.5500	55.00%
Fish aquatic toxicity	+	0.9662	96.62%

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	95.47%	91.11%
CHEMBL4803	P29474	Nitric-oxide synthase, endothelial	87.79%	86.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	87.45%	95.56%
CHEMBL3137262	O60341	LSD1/CoREST complex	86.68%	97.09%
CHEMBL1806	P11388	DNA topoisomerase II alpha	85.43%	89.00%
CHEMBL1994	P08235	Mineralocorticoid receptor	85.06%	100.00%
CHEMBL2996	Q05655	Protein kinase C delta	84.78%	97.79%
CHEMBL1937	Q92769	Histone deacetylase 2	84.32%	94.75%
CHEMBL241	Q14432	Phosphodiesterase 3A	84.16%	92.94%
CHEMBL1871	P10275	Androgen Receptor	80.17%	96.43%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	80.05%	96.09%

Plants that contains it

• Euryops floribundus
• Senecio praecox

Cross-Links

• PubChem: 458013
• LOTUS: LTS0251184
• wikiData: Q105113642