(+)-6-O-demethylpestalotiopsin A

Details

• Internal ID: d8366bb3-3c95-4cae-93e3-840ba935236f
• Taxonomy: Organoheterocyclic compounds > Oxepanes
• IUPAC Name: [(1S,2S,4E,6R,7R,8S,9R,13R)-6,7,13-trihydroxy-4,11,11-trimethyl-12-oxatricyclo[6.3.2.01,9]tridec-4-en-2-yl] acetate
• SMILES (Canonical): CC1=CC(C(C2C3CC(C3(C(C1)OC(=O)C)OC2O)(C)C)O)O
• SMILES (Isomeric): C/C/1=C\[C@H]([C@@H]([C@@H]2[C@H]3CC([C@@]3([C@H](C1)OC(=O)C)O[C@H]2O)(C)C)O)O
• InChI: InChI=1S/C17H26O6/c1-8-5-11(19)14(20)13-10-7-16(3,4)17(10,23-15(13)21)12(6-8)22-9(2)18/h5,10-15,19-21H,6-7H2,1-4H3/b8-5+/t10-,11-,12+,13+,14+,15-,17-/m1/s1
• InChI Key: AEAPRSLZIGMPLR-MXVGQFIFSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₁₇H₂₆O₆
• Molecular Weight: 326.40 g/mol
• Exact Mass: 326.17293854 g/mol
• Topological Polar Surface Area (TPSA): 96.20 Ų
• XlogP: 0.30
• Atomic LogP (AlogP): 0.74
• H-Bond Acceptor: 6
• H-Bond Donor: 3
• Rotatable Bonds: 1

Synonyms

• (+)-6-O-demethylpestalotiopsin A

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.8907	89.07%
Caco-2	-	0.7487	74.87%
Blood Brain Barrier	-	0.6000	60.00%
Human oral bioavailability	-	0.6857	68.57%
Subcellular localzation	Mitochondria	0.5665	56.65%
OATP2B1 inhibitior	-	0.8567	85.67%
OATP1B1 inhibitior	+	0.8703	87.03%
OATP1B3 inhibitior	+	0.9200	92.00%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	0.9000	90.00%
BSEP inhibitior	-	0.8534	85.34%
P-glycoprotein inhibitior	-	0.8601	86.01%
P-glycoprotein substrate	-	0.7750	77.50%
CYP3A4 substrate	+	0.6591	65.91%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8591	85.91%
CYP3A4 inhibition	-	0.7345	73.45%
CYP2C9 inhibition	-	0.7172	71.72%
CYP2C19 inhibition	-	0.6498	64.98%
CYP2D6 inhibition	-	0.9200	92.00%
CYP1A2 inhibition	-	0.6210	62.10%
CYP2C8 inhibition	-	0.7678	76.78%
CYP inhibitory promiscuity	-	0.8128	81.28%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.9400	94.00%
Carcinogenicity (trinary)	Non-required	0.4477	44.77%
Eye corrosion	-	0.9829	98.29%
Eye irritation	-	0.9421	94.21%
Skin irritation	-	0.6581	65.81%
Skin corrosion	-	0.9214	92.14%
Ames mutagenesis	+	0.5200	52.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.8234	82.34%
Micronuclear	-	0.6600	66.00%
Hepatotoxicity	-	0.6841	68.41%
skin sensitisation	-	0.7335	73.35%
Respiratory toxicity	+	0.6556	65.56%
Reproductive toxicity	+	0.6333	63.33%
Mitochondrial toxicity	+	0.6750	67.50%
Nephrotoxicity	+	0.6231	62.31%
Acute Oral Toxicity (c)	III	0.3926	39.26%
Estrogen receptor binding	+	0.7678	76.78%
Androgen receptor binding	+	0.5868	58.68%
Thyroid receptor binding	-	0.5056	50.56%
Glucocorticoid receptor binding	+	0.6252	62.52%
Aromatase binding	-	0.5474	54.74%
PPAR gamma	+	0.5292	52.92%
Honey bee toxicity	-	0.7551	75.51%
Biodegradation	-	0.7500	75.00%
Crustacea aquatic toxicity	-	0.5555	55.55%
Fish aquatic toxicity	+	0.9416	94.16%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	98.44%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	90.77%	91.11%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	89.63%	95.56%
CHEMBL1806	P11388	DNA topoisomerase II alpha	88.09%	89.00%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	86.67%	85.14%
CHEMBL1994	P08235	Mineralocorticoid receptor	85.76%	100.00%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	85.63%	94.00%
CHEMBL2581	P07339	Cathepsin D	84.64%	98.95%
CHEMBL1293249	Q13887	Kruppel-like factor 5	83.46%	86.33%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	81.39%	94.45%
CHEMBL4040	P28482	MAP kinase ERK2	80.46%	83.82%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 76900502
• LOTUS: LTS0174672
• wikiData: Q77518331