5,10,14-Trihydroxy-2,6-dimethyl-8,12-dioxatetracyclo[9.3.1.01,5.06,10]pentadecane-3,9,13-trione

Details

• Internal ID: 649cfcad-ddd1-4b1c-b18c-eb9b07c2028d
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene lactones
• IUPAC Name: 5,10,14-trihydroxy-2,6-dimethyl-8,12-dioxatetracyclo[9.3.1.01,5.06,10]pentadecane-3,9,13-trione
• SMILES (Canonical): CC1C(=O)CC2(C13CC(C4(C2(COC4=O)C)O)OC(=O)C3O)O
• SMILES (Isomeric): CC1C(=O)CC2(C13CC(C4(C2(COC4=O)C)O)OC(=O)C3O)O
• InChI: InChI=1S/C15H18O8/c1-6-7(16)3-14(20)12(2)5-22-11(19)15(12,21)8-4-13(6,14)9(17)10(18)23-8/h6,8-9,17,20-21H,3-5H2,1-2H3
• InChI Key: KXJGMBLSSWASGG-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₅H₁₈O₈
• Molecular Weight: 326.30 g/mol
• Exact Mass: 326.10016753 g/mol
• Topological Polar Surface Area (TPSA): 130.00 Ų
• XlogP: -1.70
• Atomic LogP (AlogP): -1.70
• H-Bond Acceptor: 8
• 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	+	0.8658	86.58%
Caco-2	-	0.6830	68.30%
Blood Brain Barrier	-	0.5000	50.00%
Human oral bioavailability	-	0.5714	57.14%
Subcellular localzation	Mitochondria	0.7321	73.21%
OATP2B1 inhibitior	-	0.8540	85.40%
OATP1B1 inhibitior	+	0.9207	92.07%
OATP1B3 inhibitior	+	0.9450	94.50%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.8864	88.64%
BSEP inhibitior	-	0.9443	94.43%
P-glycoprotein inhibitior	-	0.9157	91.57%
P-glycoprotein substrate	-	0.5480	54.80%
CYP3A4 substrate	+	0.6146	61.46%
CYP2C9 substrate	-	0.8181	81.81%
CYP2D6 substrate	-	0.8439	84.39%
CYP3A4 inhibition	-	0.8539	85.39%
CYP2C9 inhibition	-	0.9470	94.70%
CYP2C19 inhibition	-	0.9572	95.72%
CYP2D6 inhibition	-	0.9632	96.32%
CYP1A2 inhibition	-	0.9401	94.01%
CYP2C8 inhibition	-	0.9141	91.41%
CYP inhibitory promiscuity	-	0.9805	98.05%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.5955	59.55%
Eye corrosion	-	0.9909	99.09%
Eye irritation	-	0.9068	90.68%
Skin irritation	-	0.6462	64.62%
Skin corrosion	-	0.9126	91.26%
Ames mutagenesis	+	0.5600	56.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.8062	80.62%
Micronuclear	-	0.7100	71.00%
Hepatotoxicity	+	0.6427	64.27%
skin sensitisation	-	0.9124	91.24%
Respiratory toxicity	+	0.7000	70.00%
Reproductive toxicity	+	0.8000	80.00%
Mitochondrial toxicity	+	0.8250	82.50%
Nephrotoxicity	+	0.6526	65.26%
Acute Oral Toxicity (c)	I	0.4917	49.17%
Estrogen receptor binding	+	0.6609	66.09%
Androgen receptor binding	+	0.7090	70.90%
Thyroid receptor binding	+	0.5410	54.10%
Glucocorticoid receptor binding	-	0.5000	50.00%
Aromatase binding	-	0.5000	50.00%
PPAR gamma	-	0.5961	59.61%
Honey bee toxicity	-	0.8607	86.07%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	+	0.5400	54.00%
Fish aquatic toxicity	+	0.9354	93.54%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	93.34%	96.77%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	92.76%	96.09%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	92.58%	95.56%
CHEMBL253	P34972	Cannabinoid CB2 receptor	89.15%	97.25%
CHEMBL3492	P49721	Proteasome Macropain subunit	85.70%	90.24%
CHEMBL1994	P08235	Mineralocorticoid receptor	83.83%	100.00%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	83.37%	85.14%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	82.95%	99.23%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	82.51%	91.07%
CHEMBL1806	P11388	DNA topoisomerase II alpha	82.14%	89.00%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	81.09%	91.11%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	80.11%	96.95%

Plants that contains it

• Illicium jiadifengpi
• Illicium micranthum
• Juniperus chinensis
• Thujopsis dolabrata

Cross-Links

• PubChem: 14564519
• LOTUS: LTS0228087
• wikiData: Q105236833