(-)-Evofolin B

Details

• Internal ID: e86232e6-0dbc-42ee-a311-0e36c81a7779
• Taxonomy: Phenylpropanoids and polyketides > Stilbenes
• IUPAC Name: (2S)-3-hydroxy-1,2-bis(4-hydroxy-3-methoxyphenyl)propan-1-one
• SMILES (Canonical): COC1=C(C=CC(=C1)C(CO)C(=O)C2=CC(=C(C=C2)O)OC)O
• SMILES (Isomeric): COC1=C(C=CC(=C1)[C@@H](CO)C(=O)C2=CC(=C(C=C2)O)OC)O
• InChI: InChI=1S/C17H18O6/c1-22-15-7-10(3-5-13(15)19)12(9-18)17(21)11-4-6-14(20)16(8-11)23-2/h3-8,12,18-20H,9H2,1-2H3/t12-/m1/s1
• InChI Key: QMYGRGKKZBRZKH-GFCCVEGCSA-N
• Popularity: 7 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₇H₁₈O₆
• Molecular Weight: 318.32 g/mol
• Exact Mass: 318.11033829 g/mol
• Topological Polar Surface Area (TPSA): 96.20 Ų
• XlogP: 1.80
• Atomic LogP (AlogP): 2.07
• H-Bond Acceptor: 6
• H-Bond Donor: 3
• Rotatable Bonds: 6

Synonyms

• CHEMBL602133

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9820	98.20%
Caco-2	+	0.7119	71.19%
Blood Brain Barrier	-	0.6250	62.50%
Human oral bioavailability	+	0.5429	54.29%
Subcellular localzation	Mitochondria	0.8890	88.90%
OATP2B1 inhibitior	-	0.8474	84.74%
OATP1B1 inhibitior	+	0.9217	92.17%
OATP1B3 inhibitior	+	0.9157	91.57%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.9750	97.50%
BSEP inhibitior	-	0.7603	76.03%
P-glycoprotein inhibitior	-	0.7902	79.02%
P-glycoprotein substrate	-	0.8130	81.30%
CYP3A4 substrate	-	0.6356	63.56%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.7492	74.92%
CYP3A4 inhibition	-	0.7099	70.99%
CYP2C9 inhibition	-	0.7001	70.01%
CYP2C19 inhibition	+	0.6754	67.54%
CYP2D6 inhibition	-	0.8665	86.65%
CYP1A2 inhibition	+	0.7237	72.37%
CYP2C8 inhibition	-	0.6401	64.01%
CYP inhibitory promiscuity	+	0.6127	61.27%
UGT catelyzed	-	0.6000	60.00%
Carcinogenicity (binary)	-	0.7943	79.43%
Carcinogenicity (trinary)	Non-required	0.7601	76.01%
Eye corrosion	-	0.9700	97.00%
Eye irritation	-	0.4842	48.42%
Skin irritation	-	0.7644	76.44%
Skin corrosion	-	0.9737	97.37%
Ames mutagenesis	-	0.8300	83.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.7887	78.87%
Micronuclear	-	0.5141	51.41%
Hepatotoxicity	-	0.6875	68.75%
skin sensitisation	-	0.7707	77.07%
Respiratory toxicity	-	0.5111	51.11%
Reproductive toxicity	+	0.5778	57.78%
Mitochondrial toxicity	-	0.7125	71.25%
Nephrotoxicity	-	0.8449	84.49%
Acute Oral Toxicity (c)	III	0.7376	73.76%
Estrogen receptor binding	+	0.7321	73.21%
Androgen receptor binding	+	0.5601	56.01%
Thyroid receptor binding	+	0.7963	79.63%
Glucocorticoid receptor binding	+	0.7615	76.15%
Aromatase binding	-	0.4916	49.16%
PPAR gamma	-	0.5373	53.73%
Honey bee toxicity	-	0.9443	94.43%
Biodegradation	-	0.9250	92.50%
Crustacea aquatic toxicity	-	0.7415	74.15%
Fish aquatic toxicity	+	0.9142	91.42%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	95.46%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	95.06%	91.11%
CHEMBL3060	Q9Y345	Glycine transporter 2	92.77%	99.17%
CHEMBL1255126	O15151	Protein Mdm4	92.44%	90.20%
CHEMBL1293249	Q13887	Kruppel-like factor 5	91.96%	86.33%
CHEMBL2535	P11166	Glucose transporter	91.52%	98.75%
CHEMBL1907591	P30926	Neuronal acetylcholine receptor; alpha4/beta4	90.51%	100.00%
CHEMBL4208	P20618	Proteasome component C5	90.37%	90.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	86.15%	95.56%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	84.32%	96.00%
CHEMBL1907588	P02708	Acetylcholine receptor; alpha1/beta1/delta/gamma	84.30%	98.33%
CHEMBL2581	P07339	Cathepsin D	84.02%	98.95%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	83.32%	96.95%
CHEMBL225	P28335	Serotonin 2c (5-HT2c) receptor	83.20%	89.62%
CHEMBL3194	P02766	Transthyretin	83.04%	90.71%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	81.47%	90.71%

Plants that contains it

• Achyranthes aspera
• Aframomum daniellii
• Alchornea cordifolia
• Anastatica hierochuntica
• Atalantia wightii
• Balanophora japonica
• Carya cathayensis
• Corydalis persica
• Corynanthe pachyceras
• Cota tinctoria
• Cynoglossum amabile
• Drimia fugax
• Garcinia kola
• Glycosmis pseudoracemosa
• Iphiona grantioides
• Isatis tinctoria
• Juniperus horizontalis
• Lathyrus tingitanus
• Leionema bilobum
• Microtropis japonica
• Morus macroura
• Neopringlea integrifolia
• Plectranthus caninus
• Raphanus raphanistrum
• Rauvolfia salicifolia
• Rhizophora mangle
• Salix alba
• Schisandra sphaerandra
• Sesbania grandiflora
• Strychnos spinosa
• Tetradium glabrifolium
• Zanthoxylum ailanthoides

Cross-Links

• PubChem: 46229015
• NPASS: NPC239608
• LOTUS: LTS0110796
• wikiData: Q105224245