3,4,5,10,14-Pentahydroxy-2,6-dimethyl-8,12-dioxatetracyclo[9.3.1.01,5.06,10]pentadecane-9,13-dione

Details

• Internal ID: e9cccbfc-30ae-4908-8b6b-0b1924cb74f3
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene lactones
• IUPAC Name: 3,4,5,10,14-pentahydroxy-2,6-dimethyl-8,12-dioxatetracyclo[9.3.1.01,5.06,10]pentadecane-9,13-dione
• SMILES (Canonical): CC1C(C(C2(C13CC(C4(C2(COC4=O)C)O)OC(=O)C3O)O)O)O
• SMILES (Isomeric): CC1C(C(C2(C13CC(C4(C2(COC4=O)C)O)OC(=O)C3O)O)O)O
• InChI: InChI=1S/C15H20O9/c1-5-7(16)8(17)15(22)12(2)4-23-11(20)14(12,21)6-3-13(5,15)9(18)10(19)24-6/h5-9,16-18,21-22H,3-4H2,1-2H3
• InChI Key: QAQLSBADVTWOPZ-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₅H₂₀O₉
• Molecular Weight: 344.31 g/mol
• Exact Mass: 344.11073221 g/mol
• Topological Polar Surface Area (TPSA): 154.00 Ų
• XlogP: -2.40
• Atomic LogP (AlogP): -2.94
• H-Bond Acceptor: 9
• H-Bond Donor: 5
• Rotatable Bonds: 0

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.6696	66.96%
Caco-2	-	0.8362	83.62%
Blood Brain Barrier	-	0.6250	62.50%
Human oral bioavailability	+	0.5714	57.14%
Subcellular localzation	Mitochondria	0.7510	75.10%
OATP2B1 inhibitior	-	0.8536	85.36%
OATP1B1 inhibitior	+	0.9197	91.97%
OATP1B3 inhibitior	+	0.9458	94.58%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.8250	82.50%
BSEP inhibitior	-	0.9594	95.94%
P-glycoprotein inhibitior	-	0.9041	90.41%
P-glycoprotein substrate	-	0.6343	63.43%
CYP3A4 substrate	+	0.5660	56.60%
CYP2C9 substrate	-	0.8046	80.46%
CYP2D6 substrate	-	0.8411	84.11%
CYP3A4 inhibition	-	0.9084	90.84%
CYP2C9 inhibition	-	0.9407	94.07%
CYP2C19 inhibition	-	0.9436	94.36%
CYP2D6 inhibition	-	0.9622	96.22%
CYP1A2 inhibition	-	0.9139	91.39%
CYP2C8 inhibition	-	0.9136	91.36%
CYP inhibitory promiscuity	-	0.9760	97.60%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.9800	98.00%
Carcinogenicity (trinary)	Non-required	0.6260	62.60%
Eye corrosion	-	0.9905	99.05%
Eye irritation	-	0.9436	94.36%
Skin irritation	-	0.6986	69.86%
Skin corrosion	-	0.8974	89.74%
Ames mutagenesis	+	0.5600	56.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.8147	81.47%
Micronuclear	-	0.6900	69.00%
Hepatotoxicity	+	0.6677	66.77%
skin sensitisation	-	0.8968	89.68%
Respiratory toxicity	+	0.6000	60.00%
Reproductive toxicity	+	0.7333	73.33%
Mitochondrial toxicity	+	0.7000	70.00%
Nephrotoxicity	+	0.6477	64.77%
Acute Oral Toxicity (c)	III	0.4117	41.17%
Estrogen receptor binding	+	0.6472	64.72%
Androgen receptor binding	+	0.7034	70.34%
Thyroid receptor binding	+	0.5287	52.87%
Glucocorticoid receptor binding	+	0.6115	61.15%
Aromatase binding	+	0.6204	62.04%
PPAR gamma	-	0.5575	55.75%
Honey bee toxicity	-	0.8669	86.69%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	-	0.5500	55.00%
Fish aquatic toxicity	+	0.9080	90.80%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	94.64%	85.14%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	90.85%	96.09%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	90.83%	95.56%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	90.69%	91.11%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	90.64%	96.77%
CHEMBL1994	P08235	Mineralocorticoid receptor	85.97%	100.00%
CHEMBL253	P34972	Cannabinoid CB2 receptor	85.90%	97.25%
CHEMBL3137262	O60341	LSD1/CoREST complex	83.50%	97.09%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	82.25%	99.23%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	82.10%	94.45%
CHEMBL1806	P11388	DNA topoisomerase II alpha	82.04%	89.00%
CHEMBL4481	P35228	Nitric oxide synthase, inducible	80.31%	94.80%

Plants that contains it

• Illicium micranthum

Cross-Links

• PubChem: 162932598
• LOTUS: LTS0092353
• wikiData: Q105217568