Agatharesinol

Details

• Internal ID: b60be3a1-cf22-4227-b667-c5f58a5fdad8
• Taxonomy: Lignans, neolignans and related compounds
• IUPAC Name: (E,2S,3S)-3,5-bis(4-hydroxyphenyl)pent-4-ene-1,2-diol
• SMILES (Canonical): C1=CC(=CC=C1C=CC(C2=CC=C(C=C2)O)C(CO)O)O
• SMILES (Isomeric): C1=CC(=CC=C1/C=C/[C@@H](C2=CC=C(C=C2)O)[C@@H](CO)O)O
• InChI: InChI=1S/C17H18O4/c18-11-17(21)16(13-4-8-15(20)9-5-13)10-3-12-1-6-14(19)7-2-12/h1-10,16-21H,11H2/b10-3+/t16-,17+/m0/s1
• InChI Key: DVUXXXYVVWRAIA-UDEVJOAWSA-N
• Popularity: 31 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₇H₁₈O₄
• Molecular Weight: 286.32 g/mol
• Exact Mass: 286.12050905 g/mol
• Topological Polar Surface Area (TPSA): 80.90 Ų
• XlogP: 2.30
• Atomic LogP (AlogP): 2.25
• H-Bond Acceptor: 4
• H-Bond Donor: 4
• Rotatable Bonds: 5

Synonyms

• 7288-11-1
• CHEBI:53627
• (2S,3S,4E)-3,5-bis(4-hydroxyphenyl)pent-4-ene-1,2-diol
• (E,2S,3S)-3,5-bis(4-hydroxyphenyl)pent-4-ene-1,2-diol
• Epitope ID:116875
• AKOS032948898
• Q27124122
• (2S,3S)-3,5-Bis(4-hydroxyphenyl)-4-pentene-1,2-diol

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9742	97.42%
Caco-2	-	0.5710	57.10%
Blood Brain Barrier	-	0.6000	60.00%
Human oral bioavailability	-	0.8429	84.29%
Subcellular localzation	Mitochondria	0.7494	74.94%
OATP2B1 inhibitior	-	0.8586	85.86%
OATP1B1 inhibitior	+	0.8554	85.54%
OATP1B3 inhibitior	+	0.9362	93.62%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.8500	85.00%
BSEP inhibitior	-	0.7682	76.82%
P-glycoprotein inhibitior	-	0.9048	90.48%
P-glycoprotein substrate	-	0.9093	90.93%
CYP3A4 substrate	-	0.6691	66.91%
CYP2C9 substrate	-	0.5916	59.16%
CYP2D6 substrate	-	0.7524	75.24%
CYP3A4 inhibition	-	0.6440	64.40%
CYP2C9 inhibition	-	0.8823	88.23%
CYP2C19 inhibition	-	0.7653	76.53%
CYP2D6 inhibition	-	0.9162	91.62%
CYP1A2 inhibition	-	0.5388	53.88%
CYP2C8 inhibition	-	0.8129	81.29%
CYP inhibitory promiscuity	-	0.6589	65.89%
UGT catelyzed	+	0.9000	90.00%
Carcinogenicity (binary)	-	0.7708	77.08%
Carcinogenicity (trinary)	Non-required	0.6668	66.68%
Eye corrosion	-	0.9904	99.04%
Eye irritation	+	0.7372	73.72%
Skin irritation	-	0.7370	73.70%
Skin corrosion	-	0.9601	96.01%
Ames mutagenesis	-	0.7200	72.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5886	58.86%
Micronuclear	-	0.5341	53.41%
Hepatotoxicity	-	0.7696	76.96%
skin sensitisation	+	0.7199	71.99%
Respiratory toxicity	+	0.5222	52.22%
Reproductive toxicity	-	0.5889	58.89%
Mitochondrial toxicity	-	0.7125	71.25%
Nephrotoxicity	-	0.8077	80.77%
Acute Oral Toxicity (c)	III	0.8003	80.03%
Estrogen receptor binding	-	0.5392	53.92%
Androgen receptor binding	+	0.8154	81.54%
Thyroid receptor binding	-	0.5068	50.68%
Glucocorticoid receptor binding	-	0.5358	53.58%
Aromatase binding	+	0.6903	69.03%
PPAR gamma	+	0.8659	86.59%
Honey bee toxicity	-	0.9009	90.09%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	-	0.6100	61.00%
Fish aquatic toxicity	+	0.8379	83.79%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL242	Q92731	Estrogen receptor beta	98.53%	98.35%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	95.45%	91.11%
CHEMBL2563	Q9UQL6	Histone deacetylase 5	90.91%	89.67%
CHEMBL2107	P61073	C-X-C chemokine receptor type 4	90.60%	93.10%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	90.08%	96.00%
CHEMBL2581	P07339	Cathepsin D	89.23%	98.95%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	87.35%	94.45%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	86.51%	95.56%
CHEMBL3194	P02766	Transthyretin	85.38%	90.71%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	85.35%	96.09%
CHEMBL225	P28335	Serotonin 2c (5-HT2c) receptor	82.21%	89.62%
CHEMBL4208	P20618	Proteasome component C5	82.01%	90.00%
CHEMBL3830	Q2M2I8	Adaptor-associated kinase	81.79%	83.10%
CHEMBL1293249	Q13887	Kruppel-like factor 5	81.67%	86.33%

Plants that contains it

• Agathis australis
• Agathis macrophylla
• Breonia chinensis
• Campylotropis hirtella
• Ceropegia dichotoma
• Chamaecyparis pisifera
• Crinum moorei
• Crotalaria candicans
• Cryptomeria japonica
• Dendrobium loddigesii
• Distephanus angulifolius
• Eucalyptus apodophylla
• Glycosmis macrophylla
• Gypsophila perfoliata
• Hypericum polyanthemum
• Juniperus drupacea
• Lophostemon confertus
• Mentha × gentilis
• Metasequoia glyptostroboides
• Ononis spinosa
• Orbivestus karaguensis
• Pentaclethra macrophylla
• Periploca sepium
• Pinalia japonica
• Plectranthus hereroensis
• Pterocaulon virgatum
• Rhodiola semenovii
• Salvia sessei
• Sonneratia caseolaris
• Stephania zippeliana
• Veronica polita

Cross-Links

• PubChem: 15558522
• NPASS: NPC238882
• LOTUS: LTS0243454
• wikiData: Q27124122