Shizukafuranol

Details

• Internal ID: 47a5310d-3c07-4321-b209-87792772e147
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Sesquiterpenoids > Eremophilane, 8,9-secoeremophilane and furoeremophilane sesquiterpenoids
• IUPAC Name: (4aR,5R,8aR)-3,5,8a-trimethyl-4,4a,6,7,8,9-hexahydrobenzo[f][1]benzofuran-5-ol
• SMILES (Canonical): CC1=COC2=C1CC3C(C2)(CCCC3(C)O)C
• SMILES (Isomeric): CC1=COC2=C1C[C@@H]3[C@@](C2)(CCC[C@@]3(C)O)C
• InChI: InChI=1S/C15H22O2/c1-10-9-17-12-8-14(2)5-4-6-15(3,16)13(14)7-11(10)12/h9,13,16H,4-8H2,1-3H3/t13-,14-,15-/m1/s1
• InChI Key: SUKDEKGXCURCRC-RBSFLKMASA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₁₅H₂₂O₂
• Molecular Weight: 234.33 g/mol
• Exact Mass: 234.161979940 g/mol
• Topological Polar Surface Area (TPSA): 33.40 Ų
• XlogP: 3.20
• Atomic LogP (AlogP): 3.24
• H-Bond Acceptor: 2
• H-Bond Donor: 1
• Rotatable Bonds: 0

Synonyms

• CHEMBL4176079
• 90332-93-7

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	1.0000	100.00%
Caco-2	+	0.8094	80.94%
Blood Brain Barrier	+	0.7000	70.00%
Human oral bioavailability	-	0.5000	50.00%
Subcellular localzation	Mitochondria	0.5108	51.08%
OATP2B1 inhibitior	-	0.8486	84.86%
OATP1B1 inhibitior	+	0.9196	91.96%
OATP1B3 inhibitior	+	0.8884	88.84%
MATE1 inhibitior	-	0.8200	82.00%
OCT2 inhibitior	-	0.6000	60.00%
BSEP inhibitior	-	0.7729	77.29%
P-glycoprotein inhibitior	-	0.9248	92.48%
P-glycoprotein substrate	-	0.8954	89.54%
CYP3A4 substrate	+	0.5136	51.36%
CYP2C9 substrate	+	0.5914	59.14%
CYP2D6 substrate	-	0.7039	70.39%
CYP3A4 inhibition	-	0.8187	81.87%
CYP2C9 inhibition	-	0.7140	71.40%
CYP2C19 inhibition	-	0.5471	54.71%
CYP2D6 inhibition	-	0.9286	92.86%
CYP1A2 inhibition	+	0.5961	59.61%
CYP2C8 inhibition	-	0.7356	73.56%
CYP inhibitory promiscuity	-	0.8599	85.99%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.6800	68.00%
Carcinogenicity (trinary)	Non-required	0.4852	48.52%
Eye corrosion	-	0.9858	98.58%
Eye irritation	+	0.5378	53.78%
Skin irritation	-	0.6317	63.17%
Skin corrosion	-	0.9219	92.19%
Ames mutagenesis	-	0.6600	66.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.6140	61.40%
Micronuclear	-	0.9400	94.00%
Hepatotoxicity	-	0.6658	66.58%
skin sensitisation	-	0.7741	77.41%
Respiratory toxicity	+	0.5556	55.56%
Reproductive toxicity	+	0.7889	78.89%
Mitochondrial toxicity	+	0.7625	76.25%
Nephrotoxicity	-	0.7491	74.91%
Acute Oral Toxicity (c)	III	0.7640	76.40%
Estrogen receptor binding	-	0.7662	76.62%
Androgen receptor binding	+	0.5572	55.72%
Thyroid receptor binding	-	0.6143	61.43%
Glucocorticoid receptor binding	-	0.5626	56.26%
Aromatase binding	-	0.6769	67.69%
PPAR gamma	-	0.5000	50.00%
Honey bee toxicity	-	0.9437	94.37%
Biodegradation	-	0.6000	60.00%
Crustacea aquatic toxicity	+	0.5900	59.00%
Fish aquatic toxicity	+	0.9312	93.12%

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	95.34%	91.11%
CHEMBL2996	Q05655	Protein kinase C delta	92.70%	97.79%
CHEMBL3137262	O60341	LSD1/CoREST complex	91.36%	97.09%
CHEMBL241	Q14432	Phosphodiesterase 3A	85.43%	92.94%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	85.06%	95.56%
CHEMBL3351	Q13085	Acetyl-CoA carboxylase 1	82.78%	93.04%
CHEMBL1293249	Q13887	Kruppel-like factor 5	81.82%	86.33%
CHEMBL1937	Q92769	Histone deacetylase 2	80.02%	94.75%

Plants that contains it

• Actinidia chinensis var. deliciosa
• Chloranthus serratus
• Lepidium apetalum

Cross-Links

• PubChem: 14239916
• NPASS: NPC125037
• LOTUS: LTS0081743
• wikiData: Q105261029