(1R,4aS,6S,8R,8aS)-8-methoxy-6,8a-dimethyl-5-methylidene-1,4,4a,6,7,8-hexahydronaphthalene-1,2-dicarbaldehyde

Details

• Internal ID: 96c97c19-0c53-4d73-995c-94fffa3a868e
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Sesquiterpenoids
• IUPAC Name: (1R,4aS,6S,8R,8aS)-8-methoxy-6,8a-dimethyl-5-methylidene-1,4,4a,6,7,8-hexahydronaphthalene-1,2-dicarbaldehyde
• SMILES (Canonical): CC1CC(C2(C(C1=C)CC=C(C2C=O)C=O)C)OC
• SMILES (Isomeric): C[C@H]1C[C@H]([C@]2([C@H](C1=C)CC=C([C@@H]2C=O)C=O)C)OC
• InChI: InChI=1S/C16H22O3/c1-10-7-15(19-4)16(3)13(11(10)2)6-5-12(8-17)14(16)9-18/h5,8-10,13-15H,2,6-7H2,1,3-4H3/t10-,13-,14-,15+,16-/m0/s1
• InChI Key: YXWNFPZXEUKCBB-AFWDSHEPSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₁₆H₂₂O₃
• Molecular Weight: 262.34 g/mol
• Exact Mass: 262.15689456 g/mol
• Topological Polar Surface Area (TPSA): 43.40 Ų
• XlogP: 1.50
• Atomic LogP (AlogP): 2.56
• H-Bond Acceptor: 3
• H-Bond Donor: 0
• Rotatable Bonds: 3

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	1.0000	100.00%
Caco-2	+	0.7759	77.59%
Blood Brain Barrier	+	0.7500	75.00%
Human oral bioavailability	+	0.6714	67.14%
Subcellular localzation	Mitochondria	0.7147	71.47%
OATP2B1 inhibitior	-	0.8618	86.18%
OATP1B1 inhibitior	+	0.8344	83.44%
OATP1B3 inhibitior	+	0.9349	93.49%
MATE1 inhibitior	-	0.7800	78.00%
OCT2 inhibitior	-	0.8250	82.50%
BSEP inhibitior	-	0.8714	87.14%
P-glycoprotein inhibitior	-	0.8564	85.64%
P-glycoprotein substrate	-	0.7251	72.51%
CYP3A4 substrate	+	0.6089	60.89%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8664	86.64%
CYP3A4 inhibition	+	0.5152	51.52%
CYP2C9 inhibition	-	0.8417	84.17%
CYP2C19 inhibition	-	0.7087	70.87%
CYP2D6 inhibition	-	0.9472	94.72%
CYP1A2 inhibition	-	0.8228	82.28%
CYP2C8 inhibition	-	0.7261	72.61%
CYP inhibitory promiscuity	-	0.7821	78.21%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.8376	83.76%
Carcinogenicity (trinary)	Non-required	0.5045	50.45%
Eye corrosion	-	0.9877	98.77%
Eye irritation	-	0.6992	69.92%
Skin irritation	-	0.6251	62.51%
Skin corrosion	-	0.9778	97.78%
Ames mutagenesis	-	0.8318	83.18%
Human Ether-a-go-go-Related Gene inhibition	+	0.7959	79.59%
Micronuclear	-	0.6700	67.00%
Hepatotoxicity	+	0.5159	51.59%
skin sensitisation	+	0.5246	52.46%
Respiratory toxicity	-	0.6444	64.44%
Reproductive toxicity	+	0.8000	80.00%
Mitochondrial toxicity	+	0.6250	62.50%
Nephrotoxicity	+	0.6397	63.97%
Acute Oral Toxicity (c)	III	0.6727	67.27%
Estrogen receptor binding	+	0.5644	56.44%
Androgen receptor binding	+	0.5261	52.61%
Thyroid receptor binding	-	0.5906	59.06%
Glucocorticoid receptor binding	-	0.7370	73.70%
Aromatase binding	-	0.5365	53.65%
PPAR gamma	-	0.5490	54.90%
Honey bee toxicity	-	0.6361	63.61%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	+	0.6600	66.00%
Fish aquatic toxicity	+	0.9931	99.31%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	93.23%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	92.88%	91.11%
CHEMBL1871	P10275	Androgen Receptor	89.05%	96.43%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	88.73%	95.56%
CHEMBL241	Q14432	Phosphodiesterase 3A	87.59%	92.94%
CHEMBL1293249	Q13887	Kruppel-like factor 5	84.45%	86.33%
CHEMBL3137262	O60341	LSD1/CoREST complex	84.36%	97.09%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	82.27%	95.50%
CHEMBL4481	P35228	Nitric oxide synthase, inducible	81.96%	94.80%
CHEMBL253	P34972	Cannabinoid CB2 receptor	80.71%	97.25%

Plants that contains it

• Pseudowintera axillaris

Cross-Links

• PubChem: 11557991
• LOTUS: LTS0269673
• wikiData: Q105368247