2,5-dihydroxy-3-[(2E,6E)-3,7,11-trimethyldodeca-2,6,10-trienyl]benzaldehyde

Details

• Internal ID: d7543898-17b6-4ca9-9216-b0dc3932a48c
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Sesquiterpenoids
• IUPAC Name: 2,5-dihydroxy-3-[(2E,6E)-3,7,11-trimethyldodeca-2,6,10-trienyl]benzaldehyde
• SMILES (Canonical): CC(=CCCC(=CCCC(=CCC1=C(C(=CC(=C1)O)C=O)O)C)C)C
• SMILES (Isomeric): CC(=CCC/C(=C/CC/C(=C/CC1=C(C(=CC(=C1)O)C=O)O)/C)/C)C
• InChI: InChI=1S/C22H30O3/c1-16(2)7-5-8-17(3)9-6-10-18(4)11-12-19-13-21(24)14-20(15-23)22(19)25/h7,9,11,13-15,24-25H,5-6,8,10,12H2,1-4H3/b17-9+,18-11+
• InChI Key: ZNGAIWWFPJJNSV-XURGJTJWSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₂H₃₀O₃
• Molecular Weight: 342.50 g/mol
• Exact Mass: 342.21949481 g/mol
• Topological Polar Surface Area (TPSA): 57.50 Ų
• XlogP: 6.90
• Atomic LogP (AlogP): 5.87
• H-Bond Acceptor: 3
• H-Bond Donor: 2
• Rotatable Bonds: 9

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	+	0.5000	50.00%
Blood Brain Barrier	+	0.5500	55.00%
Human oral bioavailability	-	0.7571	75.71%
Subcellular localzation	Mitochondria	0.8995	89.95%
OATP2B1 inhibitior	-	0.8547	85.47%
OATP1B1 inhibitior	+	0.7556	75.56%
OATP1B3 inhibitior	+	0.9348	93.48%
MATE1 inhibitior	-	0.9000	90.00%
OCT2 inhibitior	-	0.6250	62.50%
BSEP inhibitior	+	0.8113	81.13%
P-glycoprotein inhibitior	-	0.5158	51.58%
P-glycoprotein substrate	-	0.8851	88.51%
CYP3A4 substrate	-	0.5239	52.39%
CYP2C9 substrate	-	0.8052	80.52%
CYP2D6 substrate	-	0.8046	80.46%
CYP3A4 inhibition	+	0.6480	64.80%
CYP2C9 inhibition	+	0.6846	68.46%
CYP2C19 inhibition	+	0.7266	72.66%
CYP2D6 inhibition	-	0.7308	73.08%
CYP1A2 inhibition	+	0.8550	85.50%
CYP2C8 inhibition	-	0.7072	70.72%
CYP inhibitory promiscuity	+	0.6617	66.17%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.7862	78.62%
Carcinogenicity (trinary)	Non-required	0.6576	65.76%
Eye corrosion	-	0.9740	97.40%
Eye irritation	-	0.6040	60.40%
Skin irritation	-	0.6450	64.50%
Skin corrosion	-	0.9116	91.16%
Ames mutagenesis	-	0.7300	73.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7690	76.90%
Micronuclear	-	0.9200	92.00%
Hepatotoxicity	-	0.5500	55.00%
skin sensitisation	+	0.6388	63.88%
Respiratory toxicity	-	0.6111	61.11%
Reproductive toxicity	+	0.5556	55.56%
Mitochondrial toxicity	-	0.5375	53.75%
Nephrotoxicity	+	0.5105	51.05%
Acute Oral Toxicity (c)	III	0.5628	56.28%
Estrogen receptor binding	+	0.8490	84.90%
Androgen receptor binding	+	0.5467	54.67%
Thyroid receptor binding	+	0.7341	73.41%
Glucocorticoid receptor binding	+	0.7017	70.17%
Aromatase binding	+	0.6935	69.35%
PPAR gamma	+	0.9322	93.22%
Honey bee toxicity	-	0.9173	91.73%
Biodegradation	-	0.7000	70.00%
Crustacea aquatic toxicity	-	0.5134	51.34%
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
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	97.20%	91.11%
CHEMBL1163101	O75460	Serine/threonine-protein kinase/endoribonuclease IRE1	96.23%	98.11%
CHEMBL4769	O95749	Geranylgeranyl pyrophosphate synthetase	94.28%	92.08%
CHEMBL2581	P07339	Cathepsin D	93.75%	98.95%
CHEMBL3401	O75469	Pregnane X receptor	93.71%	94.73%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	89.41%	95.56%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	89.03%	96.09%
CHEMBL3060	Q9Y345	Glycine transporter 2	88.25%	99.17%
CHEMBL1951	P21397	Monoamine oxidase A	88.17%	91.49%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	87.35%	94.45%
CHEMBL4208	P20618	Proteasome component C5	86.50%	90.00%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	85.08%	90.71%
CHEMBL2107	P61073	C-X-C chemokine receptor type 4	84.41%	93.10%
CHEMBL1293249	Q13887	Kruppel-like factor 5	84.34%	86.33%

Plants that contains it

• Otoba parvifolia

Cross-Links

• PubChem: 14259035
• LOTUS: LTS0048080
• wikiData: Q105380046