6-Hydroxyaplysistatin

Details

• Internal ID: 40e23cf9-0574-4b40-8ab9-ec07624dfe76
• Taxonomy: Organoheterocyclic compounds > Lactones > Gamma butyrolactones
• IUPAC Name: 7-bromo-5-hydroxy-6,6,9a-trimethyl-5,5a,7,8,9,10a-hexahydro-1H-furo[3,4-b][1]benzoxepin-3-one
• SMILES (Canonical): CC1(C(CCC2(C1C(C=C3C(O2)COC3=O)O)C)Br)C
• SMILES (Isomeric): CC1(C(CCC2(C1C(C=C3C(O2)COC3=O)O)C)Br)C
• InChI: InChI=1S/C15H21BrO4/c1-14(2)11(16)4-5-15(3)12(14)9(17)6-8-10(20-15)7-19-13(8)18/h6,9-12,17H,4-5,7H2,1-3H3
• InChI Key: YGUXFWBBYGJSHK-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₅H₂₁BrO₄
• Molecular Weight: 345.23 g/mol
• Exact Mass: 344.06232 g/mol
• Topological Polar Surface Area (TPSA): 55.80 Ų
• XlogP: 2.00
• Atomic LogP (AlogP): 2.19
• H-Bond Acceptor: 4
• H-Bond Donor: 1
• Rotatable Bonds: 0

Synonyms

• 6-Hydroxyaplysistatin
• APLYSISTATIN, 6-HYDROXY-
• NSC-341613

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9882	98.82%
Caco-2	+	0.5626	56.26%
Blood Brain Barrier	+	0.8000	80.00%
Human oral bioavailability	+	0.5429	54.29%
Subcellular localzation	Mitochondria	0.6969	69.69%
OATP2B1 inhibitior	-	0.8567	85.67%
OATP1B1 inhibitior	+	0.9170	91.70%
OATP1B3 inhibitior	+	0.9517	95.17%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	+	0.5250	52.50%
BSEP inhibitior	-	0.9175	91.75%
P-glycoprotein inhibitior	-	0.8962	89.62%
P-glycoprotein substrate	-	0.8385	83.85%
CYP3A4 substrate	+	0.5852	58.52%
CYP2C9 substrate	-	0.7936	79.36%
CYP2D6 substrate	-	0.8685	86.85%
CYP3A4 inhibition	-	0.9667	96.67%
CYP2C9 inhibition	-	0.7845	78.45%
CYP2C19 inhibition	-	0.8524	85.24%
CYP2D6 inhibition	-	0.9104	91.04%
CYP1A2 inhibition	-	0.6925	69.25%
CYP2C8 inhibition	-	0.8498	84.98%
CYP inhibitory promiscuity	-	0.9012	90.12%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.8676	86.76%
Carcinogenicity (trinary)	Danger	0.4969	49.69%
Eye corrosion	-	0.9840	98.40%
Eye irritation	-	0.9838	98.38%
Skin irritation	-	0.5761	57.61%
Skin corrosion	-	0.8988	89.88%
Ames mutagenesis	-	0.6100	61.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.7803	78.03%
Micronuclear	-	0.7900	79.00%
Hepatotoxicity	+	0.5076	50.76%
skin sensitisation	-	0.8118	81.18%
Respiratory toxicity	+	0.5667	56.67%
Reproductive toxicity	+	0.7000	70.00%
Mitochondrial toxicity	+	0.5750	57.50%
Nephrotoxicity	+	0.5650	56.50%
Acute Oral Toxicity (c)	III	0.6207	62.07%
Estrogen receptor binding	+	0.7764	77.64%
Androgen receptor binding	-	0.4868	48.68%
Thyroid receptor binding	+	0.6899	68.99%
Glucocorticoid receptor binding	+	0.6879	68.79%
Aromatase binding	-	0.6520	65.20%
PPAR gamma	+	0.6106	61.06%
Honey bee toxicity	-	0.8660	86.60%
Biodegradation	-	0.6500	65.00%
Crustacea aquatic toxicity	+	0.5900	59.00%
Fish aquatic toxicity	+	0.9869	98.69%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	97.45%	91.11%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	92.29%	95.56%
CHEMBL2581	P07339	Cathepsin D	90.77%	98.95%
CHEMBL1994	P08235	Mineralocorticoid receptor	87.85%	100.00%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	85.84%	96.09%
CHEMBL1806	P11388	DNA topoisomerase II alpha	85.03%	89.00%
CHEMBL3137262	O60341	LSD1/CoREST complex	84.55%	97.09%
CHEMBL221	P23219	Cyclooxygenase-1	83.14%	90.17%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	82.90%	99.23%
CHEMBL1293249	Q13887	Kruppel-like factor 5	82.49%	86.33%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	80.56%	97.14%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	80.51%	82.69%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 434045
• LOTUS: LTS0003738
• wikiData: Q105348267