Cespitularin D

Details

• Internal ID: 141357f0-bb97-48d9-a74b-0dd429b759f0
• Taxonomy: Organoheterocyclic compounds > Dihydrofurans > Furanones > Butenolides
• IUPAC Name: (1R,3E,5S,10R)-1,5-dihydroxy-3,17,17-trimethyl-7-methylidene-15-oxatricyclo[8.5.2.013,16]heptadeca-3,13(16)-dien-14-one
• InChI: InChI=1S/C20H28O4/c1-12-5-6-14-7-8-16-17(19(14,3)4)20(23,24-18(16)22)11-13(2)10-15(21)9-12/h10,14-15,21,23H,1,5-9,11H2,2-4H3/b13-10+/t14-,15+,20-/m1/s1
• InChI Key: NAXRGDYBDAKNAZ-HZDNEDPBSA-N
• Popularity: 3 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₀H₂₈O₄
• Molecular Weight: 332.40 g/mol
• Exact Mass: 332.19875937 g/mol
• Topological Polar Surface Area (TPSA): 66.80 Ų
• XlogP: 2.50
• Atomic LogP (AlogP): 3.40
• H-Bond Acceptor: 4
• H-Bond Donor: 2
• Rotatable Bonds: 0

Synonyms

• cespitularine D
• CHEMBL208476

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9883	98.83%
Caco-2	+	0.7343	73.43%
Blood Brain Barrier	+	0.5750	57.50%
Human oral bioavailability	-	0.5143	51.43%
Subcellular localzation	Mitochondria	0.6513	65.13%
OATP2B1 inhibitior	-	0.8612	86.12%
OATP1B1 inhibitior	+	0.8855	88.55%
OATP1B3 inhibitior	+	0.8803	88.03%
MATE1 inhibitior	-	0.9000	90.00%
OCT2 inhibitior	-	0.5250	52.50%
BSEP inhibitior	-	0.5886	58.86%
P-glycoprotein inhibitior	-	0.7997	79.97%
P-glycoprotein substrate	-	0.7698	76.98%
CYP3A4 substrate	+	0.6507	65.07%
CYP2C9 substrate	-	0.7986	79.86%
CYP2D6 substrate	-	0.8564	85.64%
CYP3A4 inhibition	-	0.7130	71.30%
CYP2C9 inhibition	-	0.8174	81.74%
CYP2C19 inhibition	-	0.8359	83.59%
CYP2D6 inhibition	-	0.9363	93.63%
CYP1A2 inhibition	-	0.5165	51.65%
CYP2C8 inhibition	-	0.7546	75.46%
CYP inhibitory promiscuity	-	0.9203	92.03%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9200	92.00%
Carcinogenicity (trinary)	Non-required	0.5408	54.08%
Eye corrosion	-	0.9827	98.27%
Eye irritation	-	0.9357	93.57%
Skin irritation	+	0.5865	58.65%
Skin corrosion	-	0.9193	91.93%
Ames mutagenesis	-	0.7400	74.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.3752	37.52%
Micronuclear	-	0.8700	87.00%
Hepatotoxicity	+	0.5889	58.89%
skin sensitisation	-	0.6982	69.82%
Respiratory toxicity	+	0.7667	76.67%
Reproductive toxicity	+	0.7889	78.89%
Mitochondrial toxicity	+	0.9000	90.00%
Nephrotoxicity	+	0.7851	78.51%
Acute Oral Toxicity (c)	I	0.3805	38.05%
Estrogen receptor binding	+	0.5346	53.46%
Androgen receptor binding	-	0.5460	54.60%
Thyroid receptor binding	+	0.5492	54.92%
Glucocorticoid receptor binding	+	0.7731	77.31%
Aromatase binding	+	0.6941	69.41%
PPAR gamma	+	0.6336	63.36%
Honey bee toxicity	-	0.8752	87.52%
Biodegradation	-	0.7250	72.50%
Crustacea aquatic toxicity	-	0.6000	60.00%
Fish aquatic toxicity	+	0.9875	98.75%

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	96.42%	91.11%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	94.93%	95.56%
CHEMBL2581	P07339	Cathepsin D	92.63%	98.95%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	92.44%	85.14%
CHEMBL4040	P28482	MAP kinase ERK2	91.14%	83.82%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	87.87%	96.09%
CHEMBL1806	P11388	DNA topoisomerase II alpha	87.46%	89.00%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	87.26%	99.23%
CHEMBL1871	P10275	Androgen Receptor	86.38%	96.43%
CHEMBL1994	P08235	Mineralocorticoid receptor	85.60%	100.00%
CHEMBL3351	Q13085	Acetyl-CoA carboxylase 1	84.84%	93.04%
CHEMBL1902	P62942	FK506-binding protein 1A	84.84%	97.05%
CHEMBL5608	Q16288	NT-3 growth factor receptor	83.55%	95.89%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	81.67%	97.14%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 23244087
• LOTUS: LTS0016379
• wikiData: Q105176610