Gamma-Bicyclohomofarnesal

Details

• Internal ID: 5d6425c8-28a3-449c-8577-bf76bfb0afcc
• Taxonomy: Organic oxygen compounds > Organooxygen compounds > Carbonyl compounds > Aldehydes > Alpha-hydrogen aldehydes
• IUPAC Name: 2-[(1S,8aS)-5,5,8a-trimethyl-2-methylidene-3,4,4a,6,7,8-hexahydro-1H-naphthalen-1-yl]acetaldehyde
• SMILES (Canonical): CC1(CCCC2(C1CCC(=C)C2CC=O)C)C
• SMILES (Isomeric): C[C@]12CCCC(C1CCC(=C)[C@@H]2CC=O)(C)C
• InChI: InChI=1S/C16H26O/c1-12-6-7-14-15(2,3)9-5-10-16(14,4)13(12)8-11-17/h11,13-14H,1,5-10H2,2-4H3/t13-,14?,16+/m0/s1
• InChI Key: BFWKKBSHTOEBHL-XWDNMSNZSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₁₆H₂₆O
• Molecular Weight: 234.38 g/mol
• Exact Mass: 234.198365449 g/mol
• Topological Polar Surface Area (TPSA): 17.10 Ų
• XlogP: 4.30
• Atomic LogP (AlogP): 4.37
• H-Bond Acceptor: 1
• H-Bond Donor: 0
• Rotatable Bonds: 2

Synonyms

• CHEMBL1240902
• SCHEMBL16259431

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9960	99.60%
Caco-2	+	0.8067	80.67%
Blood Brain Barrier	+	0.9500	95.00%
Human oral bioavailability	+	0.5429	54.29%
Subcellular localzation	Lysosomes	0.3955	39.55%
OATP2B1 inhibitior	-	0.8505	85.05%
OATP1B1 inhibitior	+	0.8399	83.99%
OATP1B3 inhibitior	-	0.2860	28.60%
MATE1 inhibitior	-	0.9000	90.00%
OCT2 inhibitior	-	0.7250	72.50%
BSEP inhibitior	-	0.7620	76.20%
P-glycoprotein inhibitior	-	0.8959	89.59%
P-glycoprotein substrate	-	0.9203	92.03%
CYP3A4 substrate	+	0.5920	59.20%
CYP2C9 substrate	-	0.6147	61.47%
CYP2D6 substrate	-	0.7806	78.06%
CYP3A4 inhibition	-	0.8003	80.03%
CYP2C9 inhibition	-	0.7882	78.82%
CYP2C19 inhibition	-	0.6276	62.76%
CYP2D6 inhibition	-	0.9565	95.65%
CYP1A2 inhibition	-	0.7692	76.92%
CYP2C8 inhibition	-	0.7478	74.78%
CYP inhibitory promiscuity	-	0.5882	58.82%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.7800	78.00%
Carcinogenicity (trinary)	Non-required	0.5889	58.89%
Eye corrosion	-	0.9583	95.83%
Eye irritation	+	0.5541	55.41%
Skin irritation	-	0.5441	54.41%
Skin corrosion	-	0.9737	97.37%
Ames mutagenesis	-	0.8200	82.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7126	71.26%
Micronuclear	-	0.9600	96.00%
Hepatotoxicity	-	0.5548	55.48%
skin sensitisation	+	0.8418	84.18%
Respiratory toxicity	-	0.5444	54.44%
Reproductive toxicity	+	0.5444	54.44%
Mitochondrial toxicity	-	0.6500	65.00%
Nephrotoxicity	+	0.5906	59.06%
Acute Oral Toxicity (c)	III	0.8300	83.00%
Estrogen receptor binding	-	0.6948	69.48%
Androgen receptor binding	+	0.5250	52.50%
Thyroid receptor binding	-	0.6609	66.09%
Glucocorticoid receptor binding	-	0.7328	73.28%
Aromatase binding	-	0.6109	61.09%
PPAR gamma	-	0.6425	64.25%
Honey bee toxicity	-	0.8759	87.59%
Biodegradation	-	0.6750	67.50%
Crustacea aquatic toxicity	+	0.5800	58.00%
Fish aquatic toxicity	+	1.0000	100.00%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL253	P34972	Cannabinoid CB2 receptor	97.22%	97.25%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	90.44%	91.11%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	90.03%	95.56%
CHEMBL1994	P08235	Mineralocorticoid receptor	88.49%	100.00%
CHEMBL2581	P07339	Cathepsin D	86.64%	98.95%
CHEMBL1977	P11473	Vitamin D receptor	86.42%	99.43%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	85.68%	94.45%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	85.55%	82.69%
CHEMBL233	P35372	Mu opioid receptor	85.47%	97.93%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	84.04%	95.50%
CHEMBL3137262	O60341	LSD1/CoREST complex	83.87%	97.09%
CHEMBL4370	P16662	UDP-glucuronosyltransferase 2B7	82.70%	100.00%

Plants that contains it

• Alpinia calcarata

Cross-Links

• PubChem: 46937288
• LOTUS: LTS0006812
• wikiData: Q104254581