3,4-dihydroxy-5-[(1S)-1,2,2-trimethylcyclopentyl]benzaldehyde

Details

• Internal ID: dccc90ec-e6a6-4840-95f7-36b93221671f
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Sesquiterpenoids
• IUPAC Name: 3,4-dihydroxy-5-[(1S)-1,2,2-trimethylcyclopentyl]benzaldehyde
• SMILES (Canonical): CC1(CCCC1(C)C2=C(C(=CC(=C2)C=O)O)O)C
• SMILES (Isomeric): C[C@@]1(CCCC1(C)C)C2=C(C(=CC(=C2)C=O)O)O
• InChI: InChI=1S/C15H20O3/c1-14(2)5-4-6-15(14,3)11-7-10(9-16)8-12(17)13(11)18/h7-9,17-18H,4-6H2,1-3H3/t15-/m1/s1
• InChI Key: IUWFWZPMJCHLDO-OAHLLOKOSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₁₅H₂₀O₃
• Molecular Weight: 248.32 g/mol
• Exact Mass: 248.14124450 g/mol
• Topological Polar Surface Area (TPSA): 57.50 Ų
• XlogP: 3.90
• Atomic LogP (AlogP): 3.38
• H-Bond Acceptor: 3
• H-Bond Donor: 2
• Rotatable Bonds: 2

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9911	99.11%
Caco-2	+	0.8270	82.70%
Blood Brain Barrier	-	0.5000	50.00%
Human oral bioavailability	-	0.5000	50.00%
Subcellular localzation	Mitochondria	0.9185	91.85%
OATP2B1 inhibitior	-	0.8572	85.72%
OATP1B1 inhibitior	+	0.7934	79.34%
OATP1B3 inhibitior	+	0.9572	95.72%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.7750	77.50%
BSEP inhibitior	-	0.8875	88.75%
P-glycoprotein inhibitior	-	0.9595	95.95%
P-glycoprotein substrate	-	0.8978	89.78%
CYP3A4 substrate	-	0.5071	50.71%
CYP2C9 substrate	-	0.6027	60.27%
CYP2D6 substrate	-	0.7520	75.20%
CYP3A4 inhibition	-	0.6896	68.96%
CYP2C9 inhibition	-	0.5065	50.65%
CYP2C19 inhibition	-	0.7732	77.32%
CYP2D6 inhibition	-	0.8694	86.94%
CYP1A2 inhibition	+	0.5777	57.77%
CYP2C8 inhibition	-	0.9123	91.23%
CYP inhibitory promiscuity	-	0.7391	73.91%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.7234	72.34%
Carcinogenicity (trinary)	Non-required	0.5676	56.76%
Eye corrosion	-	0.9643	96.43%
Eye irritation	+	0.8219	82.19%
Skin irritation	-	0.5355	53.55%
Skin corrosion	-	0.8709	87.09%
Ames mutagenesis	-	0.6154	61.54%
Human Ether-a-go-go-Related Gene inhibition	-	0.5964	59.64%
Micronuclear	-	0.9000	90.00%
Hepatotoxicity	+	0.7231	72.31%
skin sensitisation	-	0.6215	62.15%
Respiratory toxicity	+	0.5333	53.33%
Reproductive toxicity	-	0.5222	52.22%
Mitochondrial toxicity	-	0.5250	52.50%
Nephrotoxicity	-	0.7532	75.32%
Acute Oral Toxicity (c)	III	0.7186	71.86%
Estrogen receptor binding	+	0.5337	53.37%
Androgen receptor binding	+	0.6506	65.06%
Thyroid receptor binding	-	0.5379	53.79%
Glucocorticoid receptor binding	-	0.5146	51.46%
Aromatase binding	-	0.5298	52.98%
PPAR gamma	+	0.5233	52.33%
Honey bee toxicity	-	0.9572	95.72%
Biodegradation	-	0.7500	75.00%
Crustacea aquatic toxicity	-	0.6700	67.00%
Fish aquatic toxicity	+	0.9940	99.40%

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	98.15%	91.11%
CHEMBL1951	P21397	Monoamine oxidase A	96.60%	91.49%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	96.35%	95.56%
CHEMBL233	P35372	Mu opioid receptor	93.50%	97.93%
CHEMBL4208	P20618	Proteasome component C5	91.00%	90.00%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	90.96%	96.09%
CHEMBL1163101	O75460	Serine/threonine-protein kinase/endoribonuclease IRE1	88.98%	98.11%
CHEMBL1293249	Q13887	Kruppel-like factor 5	87.84%	86.33%
CHEMBL3492	P49721	Proteasome Macropain subunit	86.73%	90.24%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	83.43%	94.45%

Plants that contains it

• Herbertus aduncus

Cross-Links

• PubChem: 11075807
• LOTUS: LTS0189375
• wikiData: Q105120874