(1S,2R,4aS,8aR)-2-[(3E,5E)-hepta-3,5-dien-1-ynyl]-1,2,4a,5,6,7,8,8a-octahydronaphthalene-1-carbaldehyde

Details

• Internal ID: 68ed2d82-0a9b-4075-a69b-454d6143e0d1
• Taxonomy: Organic oxygen compounds > Organic oxides
• IUPAC Name: (1S,2R,4aS,8aR)-2-[(3E,5E)-hepta-3,5-dien-1-ynyl]-1,2,4a,5,6,7,8,8a-octahydronaphthalene-1-carbaldehyde
• SMILES (Canonical): CC=CC=CC#CC1C=CC2CCCCC2C1C=O
• SMILES (Isomeric): C/C=C/C=C/C#C[C@@H]1C=C[C@@H]2CCCC[C@H]2[C@@H]1C=O
• InChI: InChI=1S/C18H22O/c1-2-3-4-5-6-9-16-13-12-15-10-7-8-11-17(15)18(16)14-19/h2-5,12-18H,7-8,10-11H2,1H3/b3-2+,5-4+/t15-,16+,17+,18+/m0/s1
• InChI Key: PIGMDZYQTJVNHP-UTKQUJIGSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₈H₂₂O
• Molecular Weight: 254.40 g/mol
• Exact Mass: 254.167065321 g/mol
• Topological Polar Surface Area (TPSA): 17.10 Ų
• XlogP: 4.70
• Atomic LogP (AlogP): 3.93
• H-Bond Acceptor: 1
• H-Bond Donor: 0
• Rotatable Bonds: 2

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9971	99.71%
Caco-2	+	0.6617	66.17%
Blood Brain Barrier	+	0.8250	82.50%
Human oral bioavailability	-	0.6571	65.71%
Subcellular localzation	Plasma membrane	0.4725	47.25%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8711	87.11%
OATP1B3 inhibitior	+	0.9597	95.97%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.7000	70.00%
BSEP inhibitior	-	0.7003	70.03%
P-glycoprotein inhibitior	-	0.8529	85.29%
P-glycoprotein substrate	-	0.8164	81.64%
CYP3A4 substrate	+	0.5287	52.87%
CYP2C9 substrate	-	0.8024	80.24%
CYP2D6 substrate	-	0.8211	82.11%
CYP3A4 inhibition	-	0.8010	80.10%
CYP2C9 inhibition	-	0.7476	74.76%
CYP2C19 inhibition	-	0.6352	63.52%
CYP2D6 inhibition	-	0.9625	96.25%
CYP1A2 inhibition	+	0.6447	64.47%
CYP2C8 inhibition	-	0.7619	76.19%
CYP inhibitory promiscuity	+	0.5853	58.53%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.6600	66.00%
Carcinogenicity (trinary)	Non-required	0.4338	43.38%
Eye corrosion	+	0.6054	60.54%
Eye irritation	-	0.9162	91.62%
Skin irritation	-	0.5705	57.05%
Skin corrosion	-	0.8432	84.32%
Ames mutagenesis	-	0.6900	69.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.3605	36.05%
Micronuclear	-	0.8958	89.58%
Hepatotoxicity	+	0.5101	51.01%
skin sensitisation	+	0.8760	87.60%
Respiratory toxicity	+	0.5111	51.11%
Reproductive toxicity	-	0.7222	72.22%
Mitochondrial toxicity	-	0.6500	65.00%
Nephrotoxicity	+	0.6000	60.00%
Acute Oral Toxicity (c)	III	0.7985	79.85%
Estrogen receptor binding	+	0.7045	70.45%
Androgen receptor binding	-	0.5348	53.48%
Thyroid receptor binding	+	0.6107	61.07%
Glucocorticoid receptor binding	+	0.5967	59.67%
Aromatase binding	+	0.6790	67.90%
PPAR gamma	-	0.6072	60.72%
Honey bee toxicity	-	0.8676	86.76%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	+	0.6600	66.00%
Fish aquatic toxicity	+	0.9850	98.50%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL1871	P10275	Androgen Receptor	90.01%	96.43%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	86.93%	96.09%
CHEMBL241	Q14432	Phosphodiesterase 3A	86.17%	92.94%
CHEMBL1994	P08235	Mineralocorticoid receptor	82.37%	100.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	81.78%	95.56%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	81.47%	91.11%
CHEMBL4040	P28482	MAP kinase ERK2	81.32%	83.82%
CHEMBL3137262	O60341	LSD1/CoREST complex	80.88%	97.09%
CHEMBL5255	O00206	Toll-like receptor 4	80.22%	92.50%

Plants that contains it

• Senecio laricifolius

Cross-Links

• PubChem: 162852457
• LOTUS: LTS0243446
• wikiData: Q105209506