Grandiuvarin A

Details

• Internal ID: 29680e2c-1c5c-41f9-97a4-daebb453021b
• Taxonomy: Benzenoids > Benzene and substituted derivatives > Benzoic acids and derivatives > Benzoic acid esters
• IUPAC Name: [(Z)-3-[(2R,3R)-3-(acetyloxymethyl)-3-(benzoyloxymethyl)oxiran-2-yl]prop-2-enyl] benzoate
• SMILES (Canonical): CC(=O)OCC1(C(O1)C=CCOC(=O)C2=CC=CC=C2)COC(=O)C3=CC=CC=C3
• SMILES (Isomeric): CC(=O)OC[C@]1([C@H](O1)/C=C\COC(=O)C2=CC=CC=C2)COC(=O)C3=CC=CC=C3
• InChI: InChI=1S/C23H22O7/c1-17(24)28-15-23(16-29-22(26)19-11-6-3-7-12-19)20(30-23)13-8-14-27-21(25)18-9-4-2-5-10-18/h2-13,20H,14-16H2,1H3/b13-8-/t20-,23-/m1/s1
• InChI Key: VLJXAFYYXGWQHV-PEHKWEQMSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₃H₂₂O₇
• Molecular Weight: 410.40 g/mol
• Exact Mass: 410.13655304 g/mol
• Topological Polar Surface Area (TPSA): 91.40 Ų
• XlogP: 3.10
• Atomic LogP (AlogP): 2.96
• H-Bond Acceptor: 7
• H-Bond Donor: 0
• Rotatable Bonds: 9

Synonyms

• AKOS040763426
• 882692-93-5

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9578	95.78%
Caco-2	-	0.6823	68.23%
Blood Brain Barrier	+	0.6750	67.50%
Human oral bioavailability	-	0.5000	50.00%
Subcellular localzation	Mitochondria	0.8290	82.90%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9083	90.83%
OATP1B3 inhibitior	+	0.9388	93.88%
MATE1 inhibitior	-	0.8400	84.00%
OCT2 inhibitior	-	0.7750	77.50%
BSEP inhibitior	+	0.9621	96.21%
P-glycoprotein inhibitior	+	0.7694	76.94%
P-glycoprotein substrate	-	0.8904	89.04%
CYP3A4 substrate	+	0.5210	52.10%
CYP2C9 substrate	+	0.6092	60.92%
CYP2D6 substrate	-	0.8770	87.70%
CYP3A4 inhibition	-	0.8766	87.66%
CYP2C9 inhibition	-	0.6063	60.63%
CYP2C19 inhibition	-	0.5207	52.07%
CYP2D6 inhibition	-	0.9263	92.63%
CYP1A2 inhibition	-	0.5911	59.11%
CYP2C8 inhibition	+	0.6446	64.46%
CYP inhibitory promiscuity	+	0.7367	73.67%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.7528	75.28%
Carcinogenicity (trinary)	Non-required	0.5906	59.06%
Eye corrosion	-	0.9606	96.06%
Eye irritation	-	0.8255	82.55%
Skin irritation	-	0.7655	76.55%
Skin corrosion	-	0.9596	95.96%
Ames mutagenesis	-	0.5700	57.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.8120	81.20%
Micronuclear	-	0.6041	60.41%
Hepatotoxicity	+	0.5181	51.81%
skin sensitisation	+	0.6048	60.48%
Respiratory toxicity	-	0.5556	55.56%
Reproductive toxicity	-	0.7222	72.22%
Mitochondrial toxicity	-	0.7500	75.00%
Nephrotoxicity	+	0.5192	51.92%
Acute Oral Toxicity (c)	III	0.5916	59.16%
Estrogen receptor binding	+	0.8433	84.33%
Androgen receptor binding	-	0.5236	52.36%
Thyroid receptor binding	-	0.5493	54.93%
Glucocorticoid receptor binding	-	0.5149	51.49%
Aromatase binding	+	0.6291	62.91%
PPAR gamma	-	0.5145	51.45%
Honey bee toxicity	-	0.8708	87.08%
Biodegradation	-	0.7250	72.50%
Crustacea aquatic toxicity	-	0.5655	56.55%
Fish aquatic toxicity	+	0.9838	98.38%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2035	P08912	Muscarinic acetylcholine receptor M5	95.60%	94.62%
CHEMBL1293249	Q13887	Kruppel-like factor 5	93.36%	86.33%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	92.37%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	91.34%	91.11%
CHEMBL221	P23219	Cyclooxygenase-1	91.09%	90.17%
CHEMBL3401	O75469	Pregnane X receptor	88.52%	94.73%
CHEMBL1821	P08173	Muscarinic acetylcholine receptor M4	87.80%	94.08%
CHEMBL2581	P07339	Cathepsin D	86.73%	98.95%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	85.09%	95.56%
CHEMBL3060	Q9Y345	Glycine transporter 2	84.71%	99.17%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	84.60%	96.00%
CHEMBL5028	O14672	ADAM10	84.57%	97.50%
CHEMBL240	Q12809	HERG	80.16%	89.76%

Plants that contains it

• Uvaria grandiflora

Cross-Links

• PubChem: 163044035
• LOTUS: LTS0184937
• wikiData: Q105288461