(1R,2S,5S,6R,10R,13R)-2,5,10,13-tetrahydroxy-2,6,13-trimethyl-8-oxatricyclo[4.4.3.01,5]tridecane-9,12-dione

Details

• Internal ID: 48d554c9-cc30-421a-9c0f-f7ccd69dd8bc
• Taxonomy: Organoheterocyclic compounds > Lactones
• IUPAC Name: (1R,2S,5S,6R,10R,13R)-2,5,10,13-tetrahydroxy-2,6,13-trimethyl-8-oxatricyclo[4.4.3.01,5]tridecane-9,12-dione
• SMILES (Canonical): CC1(CCC2(C13CC(=O)C(C2(COC(=O)C3O)C)(C)O)O)O
• SMILES (Isomeric): C[C@@]1(CC[C@]2([C@@]13CC(=O)[C@]([C@@]2(COC(=O)[C@@H]3O)C)(C)O)O)O
• InChI: InChI=1S/C15H22O7/c1-11-7-22-10(18)9(17)14(6-8(16)13(11,3)20)12(2,19)4-5-15(11,14)21/h9,17,19-21H,4-7H2,1-3H3/t9-,11-,12-,13-,14+,15-/m0/s1
• InChI Key: LTHWAIHQURJBOI-SVJDTZHWSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₅H₂₂O₇
• Molecular Weight: 314.33 g/mol
• Exact Mass: 314.13655304 g/mol
• Topological Polar Surface Area (TPSA): 124.00 Ų
• XlogP: -1.60
• Atomic LogP (AlogP): -1.10
• H-Bond Acceptor: 7
• H-Bond Donor: 4
• 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	-	0.6047	60.47%
Blood Brain Barrier	+	0.6000	60.00%
Human oral bioavailability	+	0.6429	64.29%
Subcellular localzation	Mitochondria	0.6731	67.31%
OATP2B1 inhibitior	-	0.8486	84.86%
OATP1B1 inhibitior	+	0.9442	94.42%
OATP1B3 inhibitior	+	0.9546	95.46%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.7759	77.59%
BSEP inhibitior	-	0.8325	83.25%
P-glycoprotein inhibitior	-	0.9197	91.97%
P-glycoprotein substrate	-	0.7347	73.47%
CYP3A4 substrate	+	0.6232	62.32%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8319	83.19%
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	-	0.9570	95.70%
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	-	0.8157	81.57%
Skin irritation	-	0.5494	54.94%
Skin corrosion	-	0.9214	92.14%
Ames mutagenesis	-	0.5800	58.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.6269	62.69%
Micronuclear	-	0.8600	86.00%
Hepatotoxicity	-	0.5822	58.22%
skin sensitisation	-	0.9194	91.94%
Respiratory toxicity	+	0.6333	63.33%
Reproductive toxicity	+	0.7444	74.44%
Mitochondrial toxicity	+	0.8750	87.50%
Nephrotoxicity	+	0.7301	73.01%
Acute Oral Toxicity (c)	III	0.3901	39.01%
Estrogen receptor binding	-	0.4876	48.76%
Androgen receptor binding	+	0.6995	69.95%
Thyroid receptor binding	-	0.5874	58.74%
Glucocorticoid receptor binding	-	0.5659	56.59%
Aromatase binding	+	0.6061	60.61%
PPAR gamma	-	0.8289	82.89%
Honey bee toxicity	-	0.8478	84.78%
Biodegradation	-	0.6500	65.00%
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
CHEMBL4040	P28482	MAP kinase ERK2	96.06%	83.82%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	90.38%	95.56%
CHEMBL2039	P27338	Monoamine oxidase B	89.96%	92.51%
CHEMBL1994	P08235	Mineralocorticoid receptor	88.54%	100.00%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	87.45%	96.09%
CHEMBL253	P34972	Cannabinoid CB2 receptor	87.15%	97.25%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	86.78%	99.23%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	86.60%	91.11%
CHEMBL1937	Q92769	Histone deacetylase 2	86.53%	94.75%
CHEMBL2581	P07339	Cathepsin D	83.90%	98.95%
CHEMBL3351	Q13085	Acetyl-CoA carboxylase 1	80.55%	93.04%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	80.06%	82.69%

Plants that contains it

• Illicium merrillianum

Cross-Links

• PubChem: 15431101
• LOTUS: LTS0253963
• wikiData: Q105156953