11-O-debenzoyltashironin

Details

• Internal ID: fbe9d159-aebf-48d6-9277-39aa4fded3ab
• Taxonomy: Organoheterocyclic compounds > Oxepanes
• IUPAC Name: (2R,5S,9S,13R)-5,9,13-trihydroxy-2,6,10-trimethyl-8-oxatetracyclo[7.3.1.01,5.06,10]tridecan-11-one
• SMILES (Canonical): CC1CCC2(C13CC(=O)C4(C2(COC4(C3O)O)C)C)O
• SMILES (Isomeric): C[C@@H]1CC[C@]2(C13CC(=O)C4(C2(CO[C@@]4([C@@H]3O)O)C)C)O
• InChI: InChI=1S/C15H22O5/c1-8-4-5-14(18)11(2)7-20-15(19)10(17)13(8,14)6-9(16)12(11,15)3/h8,10,17-19H,4-7H2,1-3H3/t8-,10-,11?,12?,13?,14+,15-/m1/s1
• InChI Key: VYQVVSPAPSKYFT-LTNXDAMSSA-N
• Popularity: 8 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₅H₂₂O₅
• Molecular Weight: 282.33 g/mol
• Exact Mass: 282.14672380 g/mol
• Topological Polar Surface Area (TPSA): 87.00 Ų
• XlogP: -0.60
• Atomic LogP (AlogP): 0.21
• H-Bond Acceptor: 5
• H-Bond Donor: 3
• Rotatable Bonds: 0

Synonyms

• CHEMBL442573

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.8941	89.41%
Caco-2	-	0.5745	57.45%
Blood Brain Barrier	-	0.7000	70.00%
Human oral bioavailability	+	0.5571	55.71%
Subcellular localzation	Mitochondria	0.6673	66.73%
OATP2B1 inhibitior	-	0.8487	84.87%
OATP1B1 inhibitior	+	0.9225	92.25%
OATP1B3 inhibitior	+	0.9500	95.00%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	0.7042	70.42%
BSEP inhibitior	-	0.8355	83.55%
P-glycoprotein inhibitior	-	0.9067	90.67%
P-glycoprotein substrate	-	0.7748	77.48%
CYP3A4 substrate	+	0.6089	60.89%
CYP2C9 substrate	-	0.6309	63.09%
CYP2D6 substrate	-	0.8225	82.25%
CYP3A4 inhibition	-	0.8405	84.05%
CYP2C9 inhibition	-	0.8380	83.80%
CYP2C19 inhibition	-	0.8455	84.55%
CYP2D6 inhibition	-	0.9615	96.15%
CYP1A2 inhibition	-	0.8041	80.41%
CYP2C8 inhibition	-	0.9012	90.12%
CYP inhibitory promiscuity	-	0.9787	97.87%
UGT catelyzed	+	1.0000	100.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.6348	63.48%
Eye corrosion	-	0.9912	99.12%
Eye irritation	-	0.9198	91.98%
Skin irritation	-	0.5335	53.35%
Skin corrosion	-	0.9246	92.46%
Ames mutagenesis	-	0.6400	64.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.6482	64.82%
Micronuclear	-	0.9000	90.00%
Hepatotoxicity	-	0.5997	59.97%
skin sensitisation	-	0.9071	90.71%
Respiratory toxicity	+	0.6222	62.22%
Reproductive toxicity	+	0.7778	77.78%
Mitochondrial toxicity	+	0.8750	87.50%
Nephrotoxicity	+	0.5788	57.88%
Acute Oral Toxicity (c)	III	0.4174	41.74%
Estrogen receptor binding	+	0.5624	56.24%
Androgen receptor binding	+	0.7236	72.36%
Thyroid receptor binding	+	0.5213	52.13%
Glucocorticoid receptor binding	-	0.6372	63.72%
Aromatase binding	+	0.6678	66.78%
PPAR gamma	-	0.6247	62.47%
Honey bee toxicity	-	0.8827	88.27%
Biodegradation	-	0.7000	70.00%
Crustacea aquatic toxicity	+	0.5800	58.00%
Fish aquatic toxicity	+	0.9517	95.17%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL253	P34972	Cannabinoid CB2 receptor	96.75%	97.25%
CHEMBL1937	Q92769	Histone deacetylase 2	92.13%	94.75%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	91.44%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	90.58%	91.11%
CHEMBL2581	P07339	Cathepsin D	90.28%	98.95%
CHEMBL241	Q14432	Phosphodiesterase 3A	89.46%	92.94%
CHEMBL3351	Q13085	Acetyl-CoA carboxylase 1	88.56%	93.04%
CHEMBL1994	P08235	Mineralocorticoid receptor	87.71%	100.00%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	87.09%	99.23%
CHEMBL3137262	O60341	LSD1/CoREST complex	83.59%	97.09%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	83.31%	82.69%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	83.15%	85.14%
CHEMBL1902	P62942	FK506-binding protein 1A	80.03%	97.05%

Plants that contains it

• Illicium merrillianum

Cross-Links

• PubChem: 44584731
• LOTUS: LTS0201092
• wikiData: Q105299160