parahigginol D

Details

• Internal ID: 9bae1b8d-60f6-4c13-96bb-b218844b90f8
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Sesquiterpenoids
• IUPAC Name: 2,3-dihydroxy-4-[(3E)-6-methylhepta-3,5-dien-2-yl]benzaldehyde
• SMILES (Canonical): CC(C=CC=C(C)C)C1=C(C(=C(C=C1)C=O)O)O
• SMILES (Isomeric): CC(/C=C/C=C(C)C)C1=C(C(=C(C=C1)C=O)O)O
• InChI: InChI=1S/C15H18O3/c1-10(2)5-4-6-11(3)13-8-7-12(9-16)14(17)15(13)18/h4-9,11,17-18H,1-3H3/b6-4+
• InChI Key: HYIQPOJSOSXRKS-GQCTYLIASA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₁₅H₁₈O₃
• Molecular Weight: 246.30 g/mol
• Exact Mass: 246.125594432 g/mol
• Topological Polar Surface Area (TPSA): 57.50 Ų
• XlogP: 4.10
• Atomic LogP (AlogP): 3.54
• H-Bond Acceptor: 3
• H-Bond Donor: 2
• Rotatable Bonds: 4

Synonyms

• CHEMBL455610
• SCHEMBL31132211
• HYIQPOJSOSXRKS-GQCTYLIASA-
• InChI=1/C15H18O3/c1-10(2)5-4-6-11(3)13-8-7-12(9-16)14(17)15(13)18/h4-9,11,17-18H,1-3H3/b6-4+

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9954	99.54%
Caco-2	+	0.9142	91.42%
Blood Brain Barrier	-	0.5250	52.50%
Human oral bioavailability	-	0.7143	71.43%
Subcellular localzation	Mitochondria	0.8556	85.56%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.7399	73.99%
OATP1B3 inhibitior	+	0.9625	96.25%
MATE1 inhibitior	-	0.8600	86.00%
OCT2 inhibitior	-	0.9500	95.00%
BSEP inhibitior	-	0.5131	51.31%
P-glycoprotein inhibitior	-	0.9061	90.61%
P-glycoprotein substrate	-	0.8937	89.37%
CYP3A4 substrate	-	0.5720	57.20%
CYP2C9 substrate	-	0.5998	59.98%
CYP2D6 substrate	-	0.8399	83.99%
CYP3A4 inhibition	-	0.7204	72.04%
CYP2C9 inhibition	+	0.6289	62.89%
CYP2C19 inhibition	-	0.5624	56.24%
CYP2D6 inhibition	-	0.8924	89.24%
CYP1A2 inhibition	+	0.8210	82.10%
CYP2C8 inhibition	-	0.8723	87.23%
CYP inhibitory promiscuity	+	0.5757	57.57%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.7834	78.34%
Carcinogenicity (trinary)	Non-required	0.6123	61.23%
Eye corrosion	-	0.8445	84.45%
Eye irritation	+	0.7561	75.61%
Skin irritation	+	0.6003	60.03%
Skin corrosion	-	0.6777	67.77%
Ames mutagenesis	-	0.7200	72.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4559	45.59%
Micronuclear	+	0.7100	71.00%
Hepatotoxicity	+	0.6875	68.75%
skin sensitisation	+	0.8127	81.27%
Respiratory toxicity	-	0.5333	53.33%
Reproductive toxicity	+	0.6889	68.89%
Mitochondrial toxicity	-	0.6875	68.75%
Nephrotoxicity	+	0.4737	47.37%
Acute Oral Toxicity (c)	III	0.7876	78.76%
Estrogen receptor binding	+	0.6149	61.49%
Androgen receptor binding	-	0.7730	77.30%
Thyroid receptor binding	+	0.6352	63.52%
Glucocorticoid receptor binding	+	0.6106	61.06%
Aromatase binding	+	0.7777	77.77%
PPAR gamma	-	0.5498	54.98%
Honey bee toxicity	-	0.8585	85.85%
Biodegradation	-	0.7000	70.00%
Crustacea aquatic toxicity	-	0.6100	61.00%
Fish aquatic toxicity	+	0.9836	98.36%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2581	P07339	Cathepsin D	95.96%	98.95%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	95.23%	91.11%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	93.15%	95.56%
CHEMBL1163101	O75460	Serine/threonine-protein kinase/endoribonuclease IRE1	92.46%	98.11%
CHEMBL3401	O75469	Pregnane X receptor	89.35%	94.73%
CHEMBL1951	P21397	Monoamine oxidase A	87.99%	91.49%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	87.96%	94.45%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	85.60%	96.09%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	85.11%	96.00%
CHEMBL3830	Q2M2I8	Adaptor-associated kinase	85.06%	83.10%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	83.50%	90.71%
CHEMBL1806	P11388	DNA topoisomerase II alpha	81.48%	89.00%
CHEMBL3359	P21462	Formyl peptide receptor 1	81.06%	93.56%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 11776667
• LOTUS: LTS0129540
• wikiData: Q105035333