Asperolide B

Details

• Internal ID: 79bdaf11-e702-4464-b312-9e8edc03cfc8
• Taxonomy: Organoheterocyclic compounds > Naphthopyrans
• IUPAC Name: (1S,9R,12R,13R,15S,17R)-1,12-dimethyl-5,10,14-trioxapentacyclo[7.7.1.02,7.012,17.013,15]heptadeca-2,7-diene-4,11-dione
• InChI: InChI=1S/C16H16O5/c1-15-5-10-13(20-10)16(2)12(15)9(21-14(16)18)3-7-6-19-11(17)4-8(7)15/h3-4,9-10,12-13H,5-6H2,1-2H3/t9-,10+,12-,13+,15-,16-/m1/s1
• InChI Key: YESVFYJUFXNDLO-AZPXEMHPSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₆H₁₆O₅
• Molecular Weight: 288.29 g/mol
• Exact Mass: 288.09977361 g/mol
• Topological Polar Surface Area (TPSA): 65.10 Ų
• XlogP: 0.50
• Atomic LogP (AlogP): 1.13
• H-Bond Acceptor: 5
• H-Bond Donor: 0
• Rotatable Bonds: 0

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9884	98.84%
Caco-2	+	0.5192	51.92%
Blood Brain Barrier	+	0.6250	62.50%
Human oral bioavailability	+	0.5143	51.43%
Subcellular localzation	Mitochondria	0.7529	75.29%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9182	91.82%
OATP1B3 inhibitior	+	0.9705	97.05%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	0.8500	85.00%
BSEP inhibitior	-	0.7414	74.14%
P-glycoprotein inhibitior	-	0.7891	78.91%
P-glycoprotein substrate	-	0.6330	63.30%
CYP3A4 substrate	+	0.6019	60.19%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8867	88.67%
CYP3A4 inhibition	-	0.7491	74.91%
CYP2C9 inhibition	-	0.8157	81.57%
CYP2C19 inhibition	-	0.8415	84.15%
CYP2D6 inhibition	-	0.9325	93.25%
CYP1A2 inhibition	-	0.7943	79.43%
CYP2C8 inhibition	-	0.8089	80.89%
CYP inhibitory promiscuity	-	0.8127	81.27%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Non-required	0.5363	53.63%
Eye corrosion	-	0.9802	98.02%
Eye irritation	-	0.9621	96.21%
Skin irritation	-	0.6452	64.52%
Skin corrosion	-	0.8960	89.60%
Ames mutagenesis	+	0.6600	66.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.8903	89.03%
Micronuclear	-	0.5200	52.00%
Hepatotoxicity	+	0.7625	76.25%
skin sensitisation	-	0.7118	71.18%
Respiratory toxicity	+	0.5222	52.22%
Reproductive toxicity	+	0.7778	77.78%
Mitochondrial toxicity	+	0.5625	56.25%
Nephrotoxicity	+	0.7388	73.88%
Acute Oral Toxicity (c)	III	0.3303	33.03%
Estrogen receptor binding	+	0.7602	76.02%
Androgen receptor binding	+	0.5447	54.47%
Thyroid receptor binding	-	0.6314	63.14%
Glucocorticoid receptor binding	+	0.5850	58.50%
Aromatase binding	+	0.5330	53.30%
PPAR gamma	+	0.6500	65.00%
Honey bee toxicity	-	0.7851	78.51%
Biodegradation	-	0.9000	90.00%
Crustacea aquatic toxicity	-	0.5500	55.00%
Fish aquatic toxicity	+	0.9740	97.40%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	93.60%	94.45%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	90.65%	96.09%
CHEMBL1994	P08235	Mineralocorticoid receptor	89.82%	100.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	88.88%	95.56%
CHEMBL5697	Q9GZT9	Egl nine homolog 1	88.03%	93.40%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	85.18%	91.11%
CHEMBL3137262	O60341	LSD1/CoREST complex	84.99%	97.09%
CHEMBL1293249	Q13887	Kruppel-like factor 5	84.24%	86.33%
CHEMBL4481	P35228	Nitric oxide synthase, inducible	82.98%	94.80%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	81.39%	85.14%
CHEMBL2581	P07339	Cathepsin D	80.57%	98.95%

Plants that contains it

• Mallotus nudiflorus

Cross-Links

• PubChem: 57331841
• LOTUS: LTS0112379
• wikiData: Q105251145