(1S,4aR,5R,6S,8aS)-1-hydroxy-6,8a-dimethylspiro[4a,6,7,8-tetrahydro-4H-naphthalene-5,2'-oxirane]-1,2-dicarbaldehyde

Details

• Internal ID: 39c281c9-c095-41bc-9861-0ec520cf2910
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Sesquiterpenoids
• IUPAC Name: (1S,4aR,5R,6S,8aS)-1-hydroxy-6,8a-dimethylspiro[4a,6,7,8-tetrahydro-4H-naphthalene-5,2'-oxirane]-1,2-dicarbaldehyde
• SMILES (Canonical): CC1CCC2(C(C13CO3)CC=C(C2(C=O)O)C=O)C
• SMILES (Isomeric): C[C@H]1CC[C@]2([C@H]([C@@]13CO3)CC=C([C@@]2(C=O)O)C=O)C
• InChI: InChI=1S/C15H20O4/c1-10-5-6-13(2)12(14(10)9-19-14)4-3-11(7-16)15(13,18)8-17/h3,7-8,10,12,18H,4-6,9H2,1-2H3/t10-,12+,13-,14+,15+/m0/s1
• InChI Key: IKBRISACRWTWBS-XFZHLKPQSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₅H₂₀O₄
• Molecular Weight: 264.32 g/mol
• Exact Mass: 264.13615911 g/mol
• Topological Polar Surface Area (TPSA): 66.90 Ų
• XlogP: 1.20
• Atomic LogP (AlogP): 1.27
• H-Bond Acceptor: 4
• 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	+	0.9847	98.47%
Caco-2	+	0.7026	70.26%
Blood Brain Barrier	+	0.5034	50.34%
Human oral bioavailability	+	0.5286	52.86%
Subcellular localzation	Mitochondria	0.8197	81.97%
OATP2B1 inhibitior	-	0.8569	85.69%
OATP1B1 inhibitior	+	0.8693	86.93%
OATP1B3 inhibitior	+	0.9528	95.28%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	+	0.5578	55.78%
BSEP inhibitior	-	0.7667	76.67%
P-glycoprotein inhibitior	-	0.9379	93.79%
P-glycoprotein substrate	-	0.8480	84.80%
CYP3A4 substrate	+	0.5773	57.73%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8529	85.29%
CYP3A4 inhibition	-	0.7849	78.49%
CYP2C9 inhibition	-	0.7518	75.18%
CYP2C19 inhibition	-	0.8392	83.92%
CYP2D6 inhibition	-	0.9077	90.77%
CYP1A2 inhibition	-	0.6481	64.81%
CYP2C8 inhibition	-	0.6499	64.99%
CYP inhibitory promiscuity	-	0.9188	91.88%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9800	98.00%
Carcinogenicity (trinary)	Non-required	0.6218	62.18%
Eye corrosion	-	0.9862	98.62%
Eye irritation	-	0.9365	93.65%
Skin irritation	-	0.5735	57.35%
Skin corrosion	-	0.9394	93.94%
Ames mutagenesis	-	0.6600	66.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.6261	62.61%
Micronuclear	-	0.7100	71.00%
Hepatotoxicity	-	0.5436	54.36%
skin sensitisation	-	0.7735	77.35%
Respiratory toxicity	-	0.6000	60.00%
Reproductive toxicity	+	0.8333	83.33%
Mitochondrial toxicity	+	0.6000	60.00%
Nephrotoxicity	+	0.7584	75.84%
Acute Oral Toxicity (c)	III	0.5093	50.93%
Estrogen receptor binding	+	0.7525	75.25%
Androgen receptor binding	-	0.4821	48.21%
Thyroid receptor binding	+	0.5784	57.84%
Glucocorticoid receptor binding	-	0.6370	63.70%
Aromatase binding	+	0.7060	70.60%
PPAR gamma	-	0.6848	68.48%
Honey bee toxicity	-	0.8997	89.97%
Biodegradation	-	0.7000	70.00%
Crustacea aquatic toxicity	+	0.5400	54.00%
Fish aquatic toxicity	+	0.9919	99.19%

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	96.02%	91.11%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	93.09%	95.56%
CHEMBL253	P34972	Cannabinoid CB2 receptor	92.20%	97.25%
CHEMBL1994	P08235	Mineralocorticoid receptor	89.81%	100.00%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	86.56%	96.09%
CHEMBL2581	P07339	Cathepsin D	83.14%	98.95%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	82.94%	94.45%

Plants that contains it

• Canella winterana

Cross-Links

• PubChem: 14194119
• LOTUS: LTS0221942
• wikiData: Q105114269