(+)-discoipyrrole A

Details

• Internal ID: ac74f1bb-5f58-4764-8e86-494105d905ff
• Taxonomy: Phenylpropanoids and polyketides > Stilbenes
• IUPAC Name: (3aS)-1,2-bis(4-hydroxyphenyl)-3a-(2-methylpropyl)pyrrolo[1,2-a][3,1]benzoxazine-3,5-dione
• InChI: InChI=1S/C27H23NO5/c1-16(2)15-27-25(31)23(17-7-11-19(29)12-8-17)24(18-9-13-20(30)14-10-18)28(27)22-6-4-3-5-21(22)26(32)33-27/h3-14,16,29-30H,15H2,1-2H3/t27-/m0/s1
• InChI Key: AUCVFNBQPWKHPK-MHZLTWQESA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₇H₂₃NO₅
• Molecular Weight: 441.50 g/mol
• Exact Mass: 441.15762283 g/mol
• Topological Polar Surface Area (TPSA): 87.10 Ų
• XlogP: 5.60
• Atomic LogP (AlogP): 4.97
• H-Bond Acceptor: 6
• H-Bond Donor: 2
• Rotatable Bonds: 4

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9200	92.00%
Caco-2	-	0.6414	64.14%
Blood Brain Barrier	-	0.6750	67.50%
Human oral bioavailability	-	0.6000	60.00%
Subcellular localzation	Mitochondria	0.6834	68.34%
OATP2B1 inhibitior	-	0.7177	71.77%
OATP1B1 inhibitior	+	0.8110	81.10%
OATP1B3 inhibitior	+	0.9252	92.52%
MATE1 inhibitior	-	0.8400	84.00%
OCT2 inhibitior	-	0.8811	88.11%
BSEP inhibitior	+	0.9429	94.29%
P-glycoprotein inhibitior	-	0.4717	47.17%
P-glycoprotein substrate	-	0.7228	72.28%
CYP3A4 substrate	+	0.5735	57.35%
CYP2C9 substrate	+	0.6117	61.17%
CYP2D6 substrate	-	0.8511	85.11%
CYP3A4 inhibition	-	0.7968	79.68%
CYP2C9 inhibition	+	0.5981	59.81%
CYP2C19 inhibition	+	0.5182	51.82%
CYP2D6 inhibition	-	0.8446	84.46%
CYP1A2 inhibition	-	0.6117	61.17%
CYP2C8 inhibition	+	0.5130	51.30%
CYP inhibitory promiscuity	+	0.5174	51.74%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9400	94.00%
Carcinogenicity (trinary)	Non-required	0.4327	43.27%
Eye corrosion	-	0.9879	98.79%
Eye irritation	-	0.7738	77.38%
Skin irritation	-	0.7939	79.39%
Skin corrosion	-	0.9323	93.23%
Ames mutagenesis	-	0.6237	62.37%
Human Ether-a-go-go-Related Gene inhibition	-	0.5636	56.36%
Micronuclear	+	0.7800	78.00%
Hepatotoxicity	+	0.7125	71.25%
skin sensitisation	-	0.8374	83.74%
Respiratory toxicity	+	0.6667	66.67%
Reproductive toxicity	+	0.7667	76.67%
Mitochondrial toxicity	+	0.8250	82.50%
Nephrotoxicity	+	0.5913	59.13%
Acute Oral Toxicity (c)	III	0.6441	64.41%
Estrogen receptor binding	+	0.7312	73.12%
Androgen receptor binding	+	0.8976	89.76%
Thyroid receptor binding	-	0.5247	52.47%
Glucocorticoid receptor binding	+	0.6487	64.87%
Aromatase binding	+	0.5772	57.72%
PPAR gamma	+	0.8069	80.69%
Honey bee toxicity	-	0.8753	87.53%
Biodegradation	-	0.8500	85.00%
Crustacea aquatic toxicity	+	0.5104	51.04%
Fish aquatic toxicity	+	0.9783	97.83%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2581	P07339	Cathepsin D	99.36%	98.95%
CHEMBL230	P35354	Cyclooxygenase-2	98.54%	89.63%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	94.19%	96.09%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	93.35%	85.14%
CHEMBL242	Q92731	Estrogen receptor beta	91.28%	98.35%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	90.87%	91.11%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	90.71%	95.56%
CHEMBL1293249	Q13887	Kruppel-like factor 5	89.62%	86.33%
CHEMBL1806	P11388	DNA topoisomerase II alpha	86.42%	89.00%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	86.00%	97.14%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	85.43%	99.23%
CHEMBL2553	Q15418	Ribosomal protein S6 kinase alpha 1	85.05%	85.11%
CHEMBL2107	P61073	C-X-C chemokine receptor type 4	81.69%	93.10%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	81.36%	82.69%
CHEMBL3401	O75469	Pregnane X receptor	81.30%	94.73%
CHEMBL221	P23219	Cyclooxygenase-1	80.75%	90.17%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 139583315
• LOTUS: LTS0019676
• wikiData: Q75058972