Zhepiresinol

Details

• Internal ID: c9ce4a1e-a931-4207-8834-9a5d89f7d04d
• Taxonomy: Lignans, neolignans and related compounds > Lignan lactones
• IUPAC Name: (3S,3aR,6aR)-3-(3,4,5-trimethoxyphenyl)-3,3a,4,6a-tetrahydro-1H-furo[3,4-c]furan-6-one
• SMILES (Canonical): COC1=CC(=CC(=C1OC)OC)C2C3COC(=O)C3CO2
• SMILES (Isomeric): COC1=CC(=CC(=C1OC)OC)[C@@H]2[C@H]3COC(=O)[C@H]3CO2
• InChI: InChI=1S/C15H18O6/c1-17-11-4-8(5-12(18-2)14(11)19-3)13-9-6-21-15(16)10(9)7-20-13/h4-5,9-10,13H,6-7H2,1-3H3/t9-,10-,13+/m0/s1
• InChI Key: BYXOLWYJKZALLQ-OUJBWJOFSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₁₅H₁₈O₆
• Molecular Weight: 294.30 g/mol
• Exact Mass: 294.11033829 g/mol
• Topological Polar Surface Area (TPSA): 63.20 Ų
• XlogP: 1.20
• Atomic LogP (AlogP): 1.57
• H-Bond Acceptor: 6
• H-Bond Donor: 0
• Rotatable Bonds: 4

Synonyms

• CHEMBL375333

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9917	99.17%
Caco-2	+	0.8690	86.90%
Blood Brain Barrier	+	0.7500	75.00%
Human oral bioavailability	-	0.5143	51.43%
Subcellular localzation	Mitochondria	0.7821	78.21%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9508	95.08%
OATP1B3 inhibitior	+	0.9699	96.99%
MATE1 inhibitior	-	0.7800	78.00%
OCT2 inhibitior	-	0.7250	72.50%
BSEP inhibitior	-	0.6668	66.68%
P-glycoprotein inhibitior	-	0.8571	85.71%
P-glycoprotein substrate	-	0.9390	93.90%
CYP3A4 substrate	+	0.5236	52.36%
CYP2C9 substrate	+	0.5905	59.05%
CYP2D6 substrate	-	0.7570	75.70%
CYP3A4 inhibition	+	0.5250	52.50%
CYP2C9 inhibition	+	0.6266	62.66%
CYP2C19 inhibition	+	0.8076	80.76%
CYP2D6 inhibition	-	0.9032	90.32%
CYP1A2 inhibition	+	0.5296	52.96%
CYP2C8 inhibition	-	0.7494	74.94%
CYP inhibitory promiscuity	+	0.6935	69.35%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9200	92.00%
Carcinogenicity (trinary)	Non-required	0.5405	54.05%
Eye corrosion	-	0.9685	96.85%
Eye irritation	-	0.6619	66.19%
Skin irritation	-	0.8625	86.25%
Skin corrosion	-	0.9780	97.80%
Ames mutagenesis	-	0.6700	67.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.6457	64.57%
Micronuclear	-	0.5000	50.00%
Hepatotoxicity	+	0.5219	52.19%
skin sensitisation	-	0.6718	67.18%
Respiratory toxicity	+	0.5111	51.11%
Reproductive toxicity	+	0.5333	53.33%
Mitochondrial toxicity	-	0.5375	53.75%
Nephrotoxicity	-	0.6658	66.58%
Acute Oral Toxicity (c)	III	0.5418	54.18%
Estrogen receptor binding	+	0.6559	65.59%
Androgen receptor binding	+	0.6996	69.96%
Thyroid receptor binding	+	0.5769	57.69%
Glucocorticoid receptor binding	+	0.6808	68.08%
Aromatase binding	-	0.7026	70.26%
PPAR gamma	+	0.5312	53.12%
Honey bee toxicity	-	0.7060	70.60%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	-	0.5800	58.00%
Fish aquatic toxicity	+	0.9695	96.95%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	96.13%	85.14%
CHEMBL4302	P08183	P-glycoprotein 1	94.74%	92.98%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	94.60%	96.09%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	93.53%	95.56%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	92.43%	91.11%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	89.20%	97.14%
CHEMBL3137262	O60341	LSD1/CoREST complex	88.30%	97.09%
CHEMBL1293249	Q13887	Kruppel-like factor 5	87.80%	86.33%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	87.17%	94.00%
CHEMBL2535	P11166	Glucose transporter	86.42%	98.75%
CHEMBL2581	P07339	Cathepsin D	85.58%	98.95%
CHEMBL1806	P11388	DNA topoisomerase II alpha	83.16%	89.00%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	81.68%	96.00%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	80.57%	92.62%

Plants that contains it

• Peperomia heyneana

Cross-Links

• PubChem: 44421317
• LOTUS: LTS0258258
• wikiData: Q104401594