Pestalotiopsin C

Details

• Internal ID: 1ee81909-9ae3-4236-90ae-67023a15841a
• Taxonomy: Organoheterocyclic compounds > Oxepanes
• IUPAC Name: [(1R,2R,4E,6S,7S,8R,9S,13S)-13-hydroxy-6,7-dimethoxy-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)OC)OC
• 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)OC)OC
• InChI: InChI=1S/C19H30O6/c1-10-7-13(22-5)16(23-6)15-12-9-18(3,4)19(12,25-17(15)21)14(8-10)24-11(2)20/h7,12-17,21H,8-9H2,1-6H3/b10-7+/t12-,13-,14+,15+,16+,17-,19-/m0/s1
• InChI Key: AAWDEFFPMVTDSD-NIJOSNCTSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₉H₃₀O₆
• Molecular Weight: 354.40 g/mol
• Exact Mass: 354.20423867 g/mol
• Topological Polar Surface Area (TPSA): 74.20 Ų
• XlogP: 1.40
• Atomic LogP (AlogP): 2.05
• H-Bond Acceptor: 6
• H-Bond Donor: 1
• Rotatable Bonds: 3

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9672	96.72%
Caco-2	+	0.6273	62.73%
Blood Brain Barrier	+	0.6750	67.50%
Human oral bioavailability	-	0.5714	57.14%
Subcellular localzation	Mitochondria	0.5900	59.00%
OATP2B1 inhibitior	-	0.8574	85.74%
OATP1B1 inhibitior	+	0.8439	84.39%
OATP1B3 inhibitior	+	0.8856	88.56%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.8500	85.00%
BSEP inhibitior	-	0.7277	72.77%
P-glycoprotein inhibitior	-	0.6439	64.39%
P-glycoprotein substrate	-	0.6977	69.77%
CYP3A4 substrate	+	0.6771	67.71%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8654	86.54%
CYP3A4 inhibition	-	0.6657	66.57%
CYP2C9 inhibition	-	0.7596	75.96%
CYP2C19 inhibition	-	0.6491	64.91%
CYP2D6 inhibition	-	0.9308	93.08%
CYP1A2 inhibition	-	0.6361	63.61%
CYP2C8 inhibition	-	0.7213	72.13%
CYP inhibitory promiscuity	-	0.8568	85.68%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.9000	90.00%
Carcinogenicity (trinary)	Non-required	0.4093	40.93%
Eye corrosion	-	0.9782	97.82%
Eye irritation	-	0.9081	90.81%
Skin irritation	-	0.6822	68.22%
Skin corrosion	-	0.9392	93.92%
Ames mutagenesis	-	0.5100	51.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4908	49.08%
Micronuclear	-	0.6500	65.00%
Hepatotoxicity	-	0.7000	70.00%
skin sensitisation	-	0.7137	71.37%
Respiratory toxicity	+	0.6667	66.67%
Reproductive toxicity	+	0.6444	64.44%
Mitochondrial toxicity	+	0.6250	62.50%
Nephrotoxicity	-	0.6082	60.82%
Acute Oral Toxicity (c)	II	0.3641	36.41%
Estrogen receptor binding	+	0.8532	85.32%
Androgen receptor binding	+	0.6147	61.47%
Thyroid receptor binding	+	0.5786	57.86%
Glucocorticoid receptor binding	+	0.6824	68.24%
Aromatase binding	+	0.6479	64.79%
PPAR gamma	+	0.6594	65.94%
Honey bee toxicity	-	0.7033	70.33%
Biodegradation	-	0.7250	72.50%
Crustacea aquatic toxicity	-	0.5455	54.55%
Fish aquatic toxicity	+	0.8911	89.11%

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	99.01%	96.09%
CHEMBL4040	P28482	MAP kinase ERK2	90.55%	83.82%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	89.10%	95.56%
CHEMBL241	Q14432	Phosphodiesterase 3A	87.27%	92.94%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	86.70%	91.11%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	86.28%	85.14%
CHEMBL1293249	Q13887	Kruppel-like factor 5	85.93%	86.33%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	85.05%	94.00%
CHEMBL1806	P11388	DNA topoisomerase II alpha	84.96%	89.00%
CHEMBL1994	P08235	Mineralocorticoid receptor	82.66%	100.00%
CHEMBL340	P08684	Cytochrome P450 3A4	81.00%	91.19%
CHEMBL5608	Q16288	NT-3 growth factor receptor	80.50%	95.89%
CHEMBL5028	O14672	ADAM10	80.25%	97.50%

Plants that contains it

• Taxus brevifolia

Cross-Links

• PubChem: 139587786
• LOTUS: LTS0152840
• wikiData: Q77573999