(1S,2S,3R,5R,6S,10R,11R,14R)-3,5,10,14-tetrahydroxy-2,6-dimethyl-8,12-dioxatetracyclo[9.3.1.01,5.06,10]pentadecane-9,13-dione

Details

• Internal ID: aebb20e7-d590-4a7c-98ee-b673774a9d36
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene lactones
• IUPAC Name: (1S,2S,3R,5R,6S,10R,11R,14R)-3,5,10,14-tetrahydroxy-2,6-dimethyl-8,12-dioxatetracyclo[9.3.1.01,5.06,10]pentadecane-9,13-dione
• SMILES (Canonical): CC1C(CC2(C13CC(C4(C2(COC4=O)C)O)OC(=O)C3O)O)O
• SMILES (Isomeric): C[C@@H]1[C@@H](C[C@]2([C@@]13C[C@H]([C@@]4([C@]2(COC4=O)C)O)OC(=O)[C@@H]3O)O)O
• InChI: InChI=1S/C15H20O8/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/h6-9,16-17,20-21H,3-5H2,1-2H3/t6-,7-,8-,9+,12+,13+,14+,15-/m1/s1
• InChI Key: JCQVKLGHFBILKX-QWNPAUMXSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₅H₂₀O₈
• Molecular Weight: 328.31 g/mol
• Exact Mass: 328.11581759 g/mol
• Topological Polar Surface Area (TPSA): 134.00 Ų
• XlogP: -1.40
• Atomic LogP (AlogP): -1.91
• H-Bond Acceptor: 8
• 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	+	0.8658	86.58%
Caco-2	-	0.7706	77.06%
Blood Brain Barrier	-	0.5000	50.00%
Human oral bioavailability	+	0.6429	64.29%
Subcellular localzation	Mitochondria	0.7321	73.21%
OATP2B1 inhibitior	-	0.8535	85.35%
OATP1B1 inhibitior	+	0.9165	91.65%
OATP1B3 inhibitior	+	0.9450	94.50%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.8864	88.64%
BSEP inhibitior	-	0.9483	94.83%
P-glycoprotein inhibitior	-	0.9163	91.63%
P-glycoprotein substrate	-	0.5141	51.41%
CYP3A4 substrate	+	0.5923	59.23%
CYP2C9 substrate	-	0.8052	80.52%
CYP2D6 substrate	-	0.8341	83.41%
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	-	0.9364	93.64%
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	-	0.9440	94.40%
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	-	0.8011	80.11%
Micronuclear	-	0.7100	71.00%
Hepatotoxicity	+	0.7640	76.40%
skin sensitisation	-	0.9124	91.24%
Respiratory toxicity	+	0.6889	68.89%
Reproductive toxicity	+	0.8000	80.00%
Mitochondrial toxicity	+	0.8250	82.50%
Nephrotoxicity	+	0.6462	64.62%
Acute Oral Toxicity (c)	I	0.4917	49.17%
Estrogen receptor binding	+	0.6536	65.36%
Androgen receptor binding	+	0.6918	69.18%
Thyroid receptor binding	-	0.4908	49.08%
Glucocorticoid receptor binding	+	0.5512	55.12%
Aromatase binding	+	0.5222	52.22%
PPAR gamma	-	0.6315	63.15%
Honey bee toxicity	-	0.8671	86.71%
Biodegradation	-	0.8750	87.50%
Crustacea aquatic toxicity	-	0.5000	50.00%
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
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	97.64%	85.14%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	94.24%	96.09%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	93.22%	95.56%
CHEMBL253	P34972	Cannabinoid CB2 receptor	90.00%	97.25%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	86.89%	96.77%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	84.51%	91.11%
CHEMBL1994	P08235	Mineralocorticoid receptor	83.46%	100.00%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	81.12%	91.07%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	80.69%	99.23%
CHEMBL1806	P11388	DNA topoisomerase II alpha	80.43%	89.00%

Plants that contains it

• Illicium micranthum

Cross-Links

• PubChem: 102251623
• LOTUS: LTS0193347
• wikiData: Q105125039