5,10,13-Trihydroxy-2,6,13-trimethyl-8-oxatricyclo[4.4.3.01,5]tridecane-9,12-dione

Details

• Internal ID: 53747fe4-c127-426e-819d-4e586b71660c
• Taxonomy: Organoheterocyclic compounds > Lactones
• IUPAC Name: 5,10,13-trihydroxy-2,6,13-trimethyl-8-oxatricyclo[4.4.3.01,5]tridecane-9,12-dione
• SMILES (Canonical): CC1CCC2(C13CC(=O)C(C2(COC(=O)C3O)C)(C)O)O
• SMILES (Isomeric): CC1CCC2(C13CC(=O)C(C2(COC(=O)C3O)C)(C)O)O
• InChI: InChI=1S/C15H22O6/c1-8-4-5-15(20)12(2)7-21-11(18)10(17)14(8,15)6-9(16)13(12,3)19/h8,10,17,19-20H,4-7H2,1-3H3
• InChI Key: YFWNLTSSYBNEQE-UHFFFAOYSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₅H₂₂O₆
• Molecular Weight: 298.33 g/mol
• Exact Mass: 298.14163842 g/mol
• Topological Polar Surface Area (TPSA): 104.00 Ų
• XlogP: -0.40
• Atomic LogP (AlogP): -0.22
• H-Bond Acceptor: 6
• H-Bond Donor: 3
• Rotatable Bonds: 0

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.8825	88.25%
Caco-2	-	0.5629	56.29%
Blood Brain Barrier	+	0.6000	60.00%
Human oral bioavailability	+	0.5857	58.57%
Subcellular localzation	Mitochondria	0.6731	67.31%
OATP2B1 inhibitior	-	0.8486	84.86%
OATP1B1 inhibitior	+	0.9228	92.28%
OATP1B3 inhibitior	+	0.9546	95.46%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.7759	77.59%
BSEP inhibitior	-	0.8196	81.96%
P-glycoprotein inhibitior	-	0.9343	93.43%
P-glycoprotein substrate	-	0.6240	62.40%
CYP3A4 substrate	+	0.6184	61.84%
CYP2C9 substrate	-	0.8205	82.05%
CYP2D6 substrate	-	0.8361	83.61%
CYP3A4 inhibition	-	0.8471	84.71%
CYP2C9 inhibition	-	0.8412	84.12%
CYP2C19 inhibition	-	0.8905	89.05%
CYP2D6 inhibition	-	0.9710	97.10%
CYP1A2 inhibition	-	0.7698	76.98%
CYP2C8 inhibition	-	0.9257	92.57%
CYP inhibitory promiscuity	-	0.9894	98.94%
UGT catelyzed	+	0.9000	90.00%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Non-required	0.6872	68.72%
Eye corrosion	-	0.9895	98.95%
Eye irritation	-	0.8160	81.60%
Skin irritation	-	0.5494	54.94%
Skin corrosion	-	0.9214	92.14%
Ames mutagenesis	-	0.6600	66.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5936	59.36%
Micronuclear	-	0.8600	86.00%
Hepatotoxicity	-	0.5875	58.75%
skin sensitisation	-	0.9194	91.94%
Respiratory toxicity	+	0.6667	66.67%
Reproductive toxicity	+	0.7444	74.44%
Mitochondrial toxicity	+	0.8750	87.50%
Nephrotoxicity	+	0.6127	61.27%
Acute Oral Toxicity (c)	III	0.3901	39.01%
Estrogen receptor binding	+	0.5313	53.13%
Androgen receptor binding	+	0.7079	70.79%
Thyroid receptor binding	+	0.5184	51.84%
Glucocorticoid receptor binding	-	0.5814	58.14%
Aromatase binding	+	0.5917	59.17%
PPAR gamma	-	0.7966	79.66%
Honey bee toxicity	-	0.8672	86.72%
Biodegradation	-	0.6750	67.50%
Crustacea aquatic toxicity	+	0.5400	54.00%
Fish aquatic toxicity	+	0.9152	91.52%

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	93.05%	97.25%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	90.53%	96.09%
CHEMBL1994	P08235	Mineralocorticoid receptor	89.68%	100.00%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	88.23%	91.11%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	88.03%	99.23%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	87.02%	95.56%
CHEMBL2581	P07339	Cathepsin D	86.47%	98.95%
CHEMBL3351	Q13085	Acetyl-CoA carboxylase 1	85.82%	93.04%
CHEMBL3137262	O60341	LSD1/CoREST complex	83.18%	97.09%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	82.84%	82.69%
CHEMBL1937	Q92769	Histone deacetylase 2	80.75%	94.75%

Plants that contains it

• Illicium merrillianum
• Illicium parviflorum

Cross-Links

• PubChem: 73804828
• LOTUS: LTS0238784
• wikiData: Q105347860