Pitholide B

Details

• Internal ID: ff09440b-874f-42a4-bcd4-2682f5ccb937
• Taxonomy: Lipids and lipid-like molecules > Fatty Acyls > Fatty alcohols > Annonaceous acetogenins
• IUPAC Name: (9R,9aS)-9-hydroxy-6,9a-dimethyl-3-octanoyl-2-oxo-9H-furo[3,2-g]isochromene-4-carbaldehyde
• InChI: InChI=1S/C22H26O6/c1-4-5-6-7-8-9-17(24)18-19-15(11-23)14-10-13(2)27-12-16(14)20(25)22(19,3)28-21(18)26/h10-12,20,25H,4-9H2,1-3H3/t20-,22+/m1/s1
• InChI Key: YJGCSFJMDFPSMK-IRLDBZIGSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₂H₂₆O₆
• Molecular Weight: 386.40 g/mol
• Exact Mass: 386.17293854 g/mol
• Topological Polar Surface Area (TPSA): 89.90 Ų
• XlogP: 1.90
• Atomic LogP (AlogP): 3.22
• H-Bond Acceptor: 6
• H-Bond Donor: 1
• Rotatable Bonds: 8

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	+	0.6084	60.84%
Blood Brain Barrier	+	0.8250	82.50%
Human oral bioavailability	-	0.7000	70.00%
Subcellular localzation	Mitochondria	0.7369	73.69%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.7136	71.36%
OATP1B3 inhibitior	+	0.9070	90.70%
MATE1 inhibitior	-	0.8600	86.00%
OCT2 inhibitior	-	0.5750	57.50%
BSEP inhibitior	+	0.6522	65.22%
P-glycoprotein inhibitior	-	0.4921	49.21%
P-glycoprotein substrate	+	0.5082	50.82%
CYP3A4 substrate	+	0.6548	65.48%
CYP2C9 substrate	-	0.7977	79.77%
CYP2D6 substrate	-	0.8802	88.02%
CYP3A4 inhibition	-	0.5341	53.41%
CYP2C9 inhibition	-	0.9342	93.42%
CYP2C19 inhibition	-	0.9355	93.55%
CYP2D6 inhibition	-	0.9518	95.18%
CYP1A2 inhibition	-	0.8125	81.25%
CYP2C8 inhibition	+	0.5626	56.26%
CYP inhibitory promiscuity	-	0.9214	92.14%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	1.0000	100.00%
Carcinogenicity (trinary)	Danger	0.4166	41.66%
Eye corrosion	-	0.9912	99.12%
Eye irritation	-	0.8655	86.55%
Skin irritation	+	0.6727	67.27%
Skin corrosion	-	0.8751	87.51%
Ames mutagenesis	-	0.7200	72.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5000	50.00%
Micronuclear	-	0.7600	76.00%
Hepatotoxicity	-	0.5183	51.83%
skin sensitisation	-	0.8522	85.22%
Respiratory toxicity	+	0.5778	57.78%
Reproductive toxicity	+	0.9333	93.33%
Mitochondrial toxicity	+	0.8000	80.00%
Nephrotoxicity	+	0.6072	60.72%
Acute Oral Toxicity (c)	III	0.5282	52.82%
Estrogen receptor binding	+	0.8076	80.76%
Androgen receptor binding	+	0.6452	64.52%
Thyroid receptor binding	-	0.4878	48.78%
Glucocorticoid receptor binding	+	0.8362	83.62%
Aromatase binding	+	0.6318	63.18%
PPAR gamma	+	0.6375	63.75%
Honey bee toxicity	-	0.8781	87.81%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	+	0.6528	65.28%
Fish aquatic toxicity	+	0.9895	98.95%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2581	P07339	Cathepsin D	96.40%	98.95%
CHEMBL2265	P23141	Acyl coenzyme A:cholesterol acyltransferase	95.66%	85.94%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	95.21%	95.56%
CHEMBL3060	Q9Y345	Glycine transporter 2	94.92%	99.17%
CHEMBL253	P34972	Cannabinoid CB2 receptor	94.23%	97.25%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	93.04%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	92.92%	96.09%
CHEMBL1951	P21397	Monoamine oxidase A	89.72%	91.49%
CHEMBL1293249	Q13887	Kruppel-like factor 5	89.38%	86.33%
CHEMBL230	P35354	Cyclooxygenase-2	89.24%	89.63%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	88.85%	99.23%
CHEMBL3401	O75469	Pregnane X receptor	88.65%	94.73%
CHEMBL1806	P11388	DNA topoisomerase II alpha	87.90%	89.00%
CHEMBL299	P17252	Protein kinase C alpha	85.37%	98.03%
CHEMBL335	P18031	Protein-tyrosine phosphatase 1B	81.89%	95.17%
CHEMBL4769	O95749	Geranylgeranyl pyrophosphate synthetase	81.87%	92.08%
CHEMBL2996	Q05655	Protein kinase C delta	80.73%	97.79%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 21774810
• LOTUS: LTS0095005
• wikiData: Q77280890