Pestaloficiol A

Details

• Internal ID: 50ea7b4e-1828-4357-b775-731b8173c017
• Taxonomy: Organoheterocyclic compounds > Pyrans > Pyranones and derivatives > Dihydropyranones
• IUPAC Name: (1S,9S,10R,13S)-9-hydroxy-4,4,12,12-tetramethyl-3,11-dioxatetracyclo[8.4.0.01,13.02,7]tetradec-2(7)-en-6-one
• SMILES (Canonical): CC1(CC(=O)C2=C(O1)C34CC3C(OC4C(C2)O)(C)C)C
• SMILES (Isomeric): CC1(CC(=O)C2=C(O1)[C@@]34C[C@@H]3C(O[C@H]4[C@H](C2)O)(C)C)C
• InChI: InChI=1S/C16H22O4/c1-14(2)6-10(18)8-5-9(17)13-16(12(8)19-14)7-11(16)15(3,4)20-13/h9,11,13,17H,5-7H2,1-4H3/t9-,11+,13-,16+/m0/s1
• InChI Key: BRIZKGNSBNBPFG-MVNLRDQZSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₁₆H₂₂O₄
• Molecular Weight: 278.34 g/mol
• Exact Mass: 278.15180918 g/mol
• Topological Polar Surface Area (TPSA): 55.80 Ų
• XlogP: 0.80
• Atomic LogP (AlogP): 1.96
• H-Bond Acceptor: 4
• H-Bond Donor: 1
• Rotatable Bonds: 0

Synonyms

• CHEMBL519156

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9941	99.41%
Caco-2	+	0.7915	79.15%
Blood Brain Barrier	+	0.6750	67.50%
Human oral bioavailability	+	0.7143	71.43%
Subcellular localzation	Mitochondria	0.7200	72.00%
OATP2B1 inhibitior	-	0.8533	85.33%
OATP1B1 inhibitior	+	0.9113	91.13%
OATP1B3 inhibitior	+	0.9589	95.89%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	-	0.8314	83.14%
BSEP inhibitior	-	0.9304	93.04%
P-glycoprotein inhibitior	-	0.8313	83.13%
P-glycoprotein substrate	-	0.7628	76.28%
CYP3A4 substrate	+	0.5886	58.86%
CYP2C9 substrate	-	0.7817	78.17%
CYP2D6 substrate	-	0.8341	83.41%
CYP3A4 inhibition	-	0.7974	79.74%
CYP2C9 inhibition	-	0.8866	88.66%
CYP2C19 inhibition	-	0.8336	83.36%
CYP2D6 inhibition	-	0.8992	89.92%
CYP1A2 inhibition	-	0.8161	81.61%
CYP2C8 inhibition	-	0.8714	87.14%
CYP inhibitory promiscuity	-	0.8766	87.66%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Non-required	0.4806	48.06%
Eye corrosion	-	0.9855	98.55%
Eye irritation	-	0.6901	69.01%
Skin irritation	-	0.5745	57.45%
Skin corrosion	-	0.9269	92.69%
Ames mutagenesis	-	0.5500	55.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.6526	65.26%
Micronuclear	-	0.7300	73.00%
Hepatotoxicity	-	0.5913	59.13%
skin sensitisation	-	0.7285	72.85%
Respiratory toxicity	-	0.5333	53.33%
Reproductive toxicity	+	0.8778	87.78%
Mitochondrial toxicity	+	0.8625	86.25%
Nephrotoxicity	+	0.8180	81.80%
Acute Oral Toxicity (c)	I	0.3652	36.52%
Estrogen receptor binding	+	0.6438	64.38%
Androgen receptor binding	-	0.5203	52.03%
Thyroid receptor binding	+	0.6298	62.98%
Glucocorticoid receptor binding	-	0.4723	47.23%
Aromatase binding	-	0.5081	50.81%
PPAR gamma	-	0.5000	50.00%
Honey bee toxicity	-	0.7977	79.77%
Biodegradation	-	0.8750	87.50%
Crustacea aquatic toxicity	+	0.5400	54.00%
Fish aquatic toxicity	+	0.9528	95.28%

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	95.44%	91.11%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	95.18%	85.14%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	91.34%	96.09%
CHEMBL2581	P07339	Cathepsin D	88.81%	98.95%
CHEMBL3137262	O60341	LSD1/CoREST complex	86.17%	97.09%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	85.72%	96.77%
CHEMBL221	P23219	Cyclooxygenase-1	84.98%	90.17%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	84.54%	99.23%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	84.29%	95.56%
CHEMBL218	P21554	Cannabinoid CB1 receptor	83.96%	96.61%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	82.54%	97.14%
CHEMBL1806	P11388	DNA topoisomerase II alpha	81.65%	89.00%
CHEMBL4224	P49759	Dual specificty protein kinase CLK1	80.33%	85.30%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 25022540
• LOTUS: LTS0202792
• wikiData: Q77501071