Cespitularin O

Details

• Internal ID: ecec1063-485e-467b-85db-548090b2cbcd
• Taxonomy: Organoheterocyclic compounds > Dihydrofurans > Furanones > Butenolides
• IUPAC Name: (1R,3E,5S,10R)-5-hydroxy-3,17,17-trimethyl-7-methylidene-15-oxatricyclo[8.5.2.013,16]heptadeca-3,13(16)-dien-14-one
• InChI: InChI=1S/C20H28O3/c1-12-5-6-14-7-8-16-18(20(14,3)4)17(23-19(16)22)11-13(2)10-15(21)9-12/h10,14-15,17,21H,1,5-9,11H2,2-4H3/b13-10+/t14-,15+,17-/m1/s1
• InChI Key: WAXTXFVEXSJBJW-CZIVKBJPSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₂₀H₂₈O₃
• Molecular Weight: 316.40 g/mol
• Exact Mass: 316.20384475 g/mol
• Topological Polar Surface Area (TPSA): 46.50 Ų
• XlogP: 3.30
• Atomic LogP (AlogP): 4.08
• H-Bond Acceptor: 3
• H-Bond Donor: 1
• Rotatable Bonds: 0

Synonyms

• (1R,3E,5S,10R)-5-hydroxy-3,17,17-trimethyl-7-methylidene-15-oxatricyclo(8.5.2.013,16)heptadeca-3,13(16)-dien-14-one
• (1R,3E,5S,10R)-5-hydroxy-3,17,17-trimethyl-7-methylidene-15-oxatricyclo[8.5.2.013,16]heptadeca-3,13(16)-dien-14-one
• RefChem:124679
• CHEMBL495856

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9942	99.42%
Caco-2	+	0.7230	72.30%
Blood Brain Barrier	-	0.5750	57.50%
Human oral bioavailability	+	0.5857	58.57%
Subcellular localzation	Mitochondria	0.6692	66.92%
OATP2B1 inhibitior	-	0.8613	86.13%
OATP1B1 inhibitior	+	0.8754	87.54%
OATP1B3 inhibitior	+	0.9183	91.83%
MATE1 inhibitior	-	0.8600	86.00%
OCT2 inhibitior	+	0.6250	62.50%
BSEP inhibitior	-	0.5603	56.03%
P-glycoprotein inhibitior	-	0.7259	72.59%
P-glycoprotein substrate	-	0.7776	77.76%
CYP3A4 substrate	+	0.6125	61.25%
CYP2C9 substrate	-	0.7919	79.19%
CYP2D6 substrate	-	0.8697	86.97%
CYP3A4 inhibition	-	0.7481	74.81%
CYP2C9 inhibition	-	0.8014	80.14%
CYP2C19 inhibition	-	0.6982	69.82%
CYP2D6 inhibition	-	0.9236	92.36%
CYP1A2 inhibition	-	0.5585	55.85%
CYP2C8 inhibition	-	0.8201	82.01%
CYP inhibitory promiscuity	-	0.9140	91.40%
UGT catelyzed	-	0.6000	60.00%
Carcinogenicity (binary)	-	0.9100	91.00%
Carcinogenicity (trinary)	Non-required	0.5873	58.73%
Eye corrosion	-	0.9804	98.04%
Eye irritation	-	0.8638	86.38%
Skin irritation	+	0.5806	58.06%
Skin corrosion	-	0.9236	92.36%
Ames mutagenesis	-	0.6900	69.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.6717	67.17%
Micronuclear	-	0.8900	89.00%
Hepatotoxicity	+	0.6535	65.35%
skin sensitisation	-	0.5680	56.80%
Respiratory toxicity	+	0.7333	73.33%
Reproductive toxicity	+	0.7778	77.78%
Mitochondrial toxicity	+	0.8375	83.75%
Nephrotoxicity	+	0.7384	73.84%
Acute Oral Toxicity (c)	III	0.6980	69.80%
Estrogen receptor binding	+	0.5713	57.13%
Androgen receptor binding	-	0.5858	58.58%
Thyroid receptor binding	-	0.5319	53.19%
Glucocorticoid receptor binding	+	0.8113	81.13%
Aromatase binding	+	0.6245	62.45%
PPAR gamma	+	0.6309	63.09%
Honey bee toxicity	-	0.8410	84.10%
Biodegradation	-	0.7000	70.00%
Crustacea aquatic toxicity	-	0.6500	65.00%
Fish aquatic toxicity	+	0.9857	98.57%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	94.14%	95.56%
CHEMBL2581	P07339	Cathepsin D	92.21%	98.95%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	91.14%	91.11%
CHEMBL1907600	Q00535	Cyclin-dependent kinase 5/CDK5 activator 1	88.57%	93.03%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	88.53%	96.09%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	87.54%	99.23%
CHEMBL1994	P08235	Mineralocorticoid receptor	87.20%	100.00%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	87.08%	85.14%
CHEMBL5608	Q16288	NT-3 growth factor receptor	84.27%	95.89%
CHEMBL1293249	Q13887	Kruppel-like factor 5	82.28%	86.33%
CHEMBL1806	P11388	DNA topoisomerase II alpha	81.45%	89.00%
CHEMBL3351	Q13085	Acetyl-CoA carboxylase 1	80.61%	93.04%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 16083141
• LOTUS: LTS0151933
• wikiData: Q105300520