6-[(E)-4-hydroxy-4-methylpent-2-enoyl]-4,6-dimethyl-5-(3-methylbut-2-enyl)cyclohexa-1,3-diene-1-carbaldehyde

Details

• Internal ID: 6bfc2216-cf04-4bf5-865f-3b118753ed6a
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Monoterpenoids > Monocyclic monoterpenoids
• IUPAC Name: 6-[(E)-4-hydroxy-4-methylpent-2-enoyl]-4,6-dimethyl-5-(3-methylbut-2-enyl)cyclohexa-1,3-diene-1-carbaldehyde
• SMILES (Canonical): CC1=CC=C(C(C1CC=C(C)C)(C)C(=O)C=CC(C)(C)O)C=O
• SMILES (Isomeric): CC1=CC=C(C(C1CC=C(C)C)(C)C(=O)/C=C/C(C)(C)O)C=O
• InChI: InChI=1S/C20H28O3/c1-14(2)7-10-17-15(3)8-9-16(13-21)20(17,6)18(22)11-12-19(4,5)23/h7-9,11-13,17,23H,10H2,1-6H3/b12-11+
• InChI Key: YXSKMJPPIWBXCW-VAWYXSNFSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₀H₂₈O₃
• Molecular Weight: 316.40 g/mol
• Exact Mass: 316.20384475 g/mol
• Topological Polar Surface Area (TPSA): 54.40 Ų
• XlogP: 2.90
• Atomic LogP (AlogP): 3.95
• H-Bond Acceptor: 3
• H-Bond Donor: 1
• Rotatable Bonds: 6

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9939	99.39%
Caco-2	+	0.5449	54.49%
Blood Brain Barrier	+	0.8500	85.00%
Human oral bioavailability	-	0.5857	58.57%
Subcellular localzation	Mitochondria	0.8546	85.46%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8715	87.15%
OATP1B3 inhibitior	+	0.9285	92.85%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.8500	85.00%
BSEP inhibitior	+	0.7456	74.56%
P-glycoprotein inhibitior	-	0.7877	78.77%
P-glycoprotein substrate	-	0.7348	73.48%
CYP3A4 substrate	+	0.6018	60.18%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8955	89.55%
CYP3A4 inhibition	-	0.7576	75.76%
CYP2C9 inhibition	-	0.7335	73.35%
CYP2C19 inhibition	-	0.8178	81.78%
CYP2D6 inhibition	-	0.9062	90.62%
CYP1A2 inhibition	-	0.9094	90.94%
CYP2C8 inhibition	-	0.6319	63.19%
CYP inhibitory promiscuity	-	0.6483	64.83%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.5191	51.91%
Carcinogenicity (trinary)	Non-required	0.6914	69.14%
Eye corrosion	-	0.8473	84.73%
Eye irritation	-	0.8968	89.68%
Skin irritation	+	0.7859	78.59%
Skin corrosion	-	0.8316	83.16%
Ames mutagenesis	-	0.5000	50.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4419	44.19%
Micronuclear	-	0.7700	77.00%
Hepatotoxicity	+	0.5875	58.75%
skin sensitisation	+	0.9150	91.50%
Respiratory toxicity	-	0.5444	54.44%
Reproductive toxicity	-	0.5333	53.33%
Mitochondrial toxicity	-	0.6875	68.75%
Nephrotoxicity	+	0.5869	58.69%
Acute Oral Toxicity (c)	III	0.6831	68.31%
Estrogen receptor binding	+	0.7654	76.54%
Androgen receptor binding	-	0.7214	72.14%
Thyroid receptor binding	+	0.6215	62.15%
Glucocorticoid receptor binding	+	0.6796	67.96%
Aromatase binding	+	0.6810	68.10%
PPAR gamma	+	0.7863	78.63%
Honey bee toxicity	-	0.8597	85.97%
Biodegradation	-	0.9000	90.00%
Crustacea aquatic toxicity	-	0.6700	67.00%
Fish aquatic toxicity	+	0.9677	96.77%

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	91.38%	97.25%
CHEMBL3401	O75469	Pregnane X receptor	89.58%	94.73%
CHEMBL2581	P07339	Cathepsin D	88.59%	98.95%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	88.04%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	86.01%	91.11%
CHEMBL221	P23219	Cyclooxygenase-1	85.16%	90.17%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	84.89%	95.56%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	82.32%	94.45%

Plants that contains it

• Litsea cubeba
• Piper cubeba

Cross-Links

• PubChem: 102139552
• NPASS: NPC17380