(E,6S)-2-methyl-6-[(1R,5R)-4-methylidene-1-bicyclo[3.1.0]hexanyl]hept-2-enal

Details

• Internal ID: ff0844d5-c617-4dd5-b14f-414c1aa09480
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Sesquiterpenoids
• IUPAC Name: (E,6S)-2-methyl-6-[(1R,5R)-4-methylidene-1-bicyclo[3.1.0]hexanyl]hept-2-enal
• SMILES (Canonical): CC(CCC=C(C)C=O)C12CCC(=C)C1C2
• SMILES (Isomeric): C[C@@H](CC/C=C(\C)/C=O)[C@]12CCC(=C)[C@H]1C2
• InChI: InChI=1S/C15H22O/c1-11(10-16)5-4-6-13(3)15-8-7-12(2)14(15)9-15/h5,10,13-14H,2,4,6-9H2,1,3H3/b11-5+/t13-,14+,15+/m0/s1
• InChI Key: TWUDXLKLEGEXDM-PPUYGKSJSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₅H₂₂O
• Molecular Weight: 218.33 g/mol
• Exact Mass: 218.167065321 g/mol
• Topological Polar Surface Area (TPSA): 17.10 Ų
• XlogP: 3.70
• Atomic LogP (AlogP): 3.90
• H-Bond Acceptor: 1
• H-Bond Donor: 0
• Rotatable Bonds: 5

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9932	99.32%
Caco-2	+	0.7260	72.60%
Blood Brain Barrier	+	0.9750	97.50%
Human oral bioavailability	-	0.5571	55.71%
Subcellular localzation	Lysosomes	0.6004	60.04%
OATP2B1 inhibitior	-	0.8527	85.27%
OATP1B1 inhibitior	+	0.8767	87.67%
OATP1B3 inhibitior	+	0.8980	89.80%
MATE1 inhibitior	-	0.8200	82.00%
OCT2 inhibitior	-	0.6750	67.50%
BSEP inhibitior	-	0.6848	68.48%
P-glycoprotein inhibitior	-	0.9303	93.03%
P-glycoprotein substrate	-	0.6996	69.96%
CYP3A4 substrate	+	0.5498	54.98%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8425	84.25%
CYP3A4 inhibition	-	0.9183	91.83%
CYP2C9 inhibition	-	0.8185	81.85%
CYP2C19 inhibition	-	0.7785	77.85%
CYP2D6 inhibition	-	0.9420	94.20%
CYP1A2 inhibition	-	0.6702	67.02%
CYP2C8 inhibition	-	0.9572	95.72%
CYP inhibitory promiscuity	-	0.7703	77.03%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.7500	75.00%
Carcinogenicity (trinary)	Non-required	0.5423	54.23%
Eye corrosion	-	0.8253	82.53%
Eye irritation	-	0.8312	83.12%
Skin irritation	+	0.5410	54.10%
Skin corrosion	-	0.9847	98.47%
Ames mutagenesis	-	0.7400	74.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4033	40.33%
Micronuclear	-	0.9100	91.00%
Hepatotoxicity	-	0.5692	56.92%
skin sensitisation	+	0.9010	90.10%
Respiratory toxicity	+	0.5889	58.89%
Reproductive toxicity	-	0.6333	63.33%
Mitochondrial toxicity	-	0.5250	52.50%
Nephrotoxicity	-	0.6319	63.19%
Acute Oral Toxicity (c)	III	0.8367	83.67%
Estrogen receptor binding	-	0.6291	62.91%
Androgen receptor binding	-	0.6533	65.33%
Thyroid receptor binding	-	0.5977	59.77%
Glucocorticoid receptor binding	+	0.5938	59.38%
Aromatase binding	-	0.5173	51.73%
PPAR gamma	-	0.4850	48.50%
Honey bee toxicity	-	0.8331	83.31%
Biodegradation	-	0.5000	50.00%
Crustacea aquatic toxicity	-	0.6700	67.00%
Fish aquatic toxicity	+	0.9964	99.64%

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	94.75%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	91.69%	91.11%
CHEMBL253	P34972	Cannabinoid CB2 receptor	91.09%	97.25%
CHEMBL2581	P07339	Cathepsin D	88.88%	98.95%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	86.55%	95.56%
CHEMBL1937	Q92769	Histone deacetylase 2	84.54%	94.75%
CHEMBL1994	P08235	Mineralocorticoid receptor	82.73%	100.00%
CHEMBL3807	P17706	T-cell protein-tyrosine phosphatase	81.83%	93.00%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	81.32%	95.50%
CHEMBL4227	P25090	Lipoxin A4 receptor	80.87%	100.00%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	80.80%	94.45%

Plants that contains it

• Haplocarpha scaposa

Cross-Links

• PubChem: 162884223
• LOTUS: LTS0201276
• wikiData: Q105266110