6,12-Dihydroxy-4-(hydroxymethyl)-8,12-dimethyl-2,14-dioxatricyclo[6.5.1.01,5]tetradec-4-ene-3,9-dione

Details

• Internal ID: 29f8a4ae-2156-408d-bc95-7a870a18bb26
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene lactones
• IUPAC Name: 6,12-dihydroxy-4-(hydroxymethyl)-8,12-dimethyl-2,14-dioxatricyclo[6.5.1.01,5]tetradec-4-ene-3,9-dione
• SMILES (Canonical): CC1(CCC(=O)C2(CC(C3=C(C(=O)OC3(C1)O2)CO)O)C)O
• SMILES (Isomeric): CC1(CCC(=O)C2(CC(C3=C(C(=O)OC3(C1)O2)CO)O)C)O
• InChI: InChI=1S/C15H20O7/c1-13(20)4-3-10(18)14(2)5-9(17)11-8(6-16)12(19)21-15(11,7-13)22-14/h9,16-17,20H,3-7H2,1-2H3
• InChI Key: UTMMQAKYUSCCMW-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₅H₂₀O₇
• Molecular Weight: 312.31 g/mol
• Exact Mass: 312.12090297 g/mol
• Topological Polar Surface Area (TPSA): 113.00 Ų
• XlogP: -1.40
• Atomic LogP (AlogP): -0.43
• H-Bond Acceptor: 7
• H-Bond Donor: 3
• Rotatable Bonds: 1

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9616	96.16%
Caco-2	+	0.5990	59.90%
Blood Brain Barrier	+	0.7089	70.89%
Human oral bioavailability	-	0.6286	62.86%
Subcellular localzation	Mitochondria	0.8789	87.89%
OATP2B1 inhibitior	-	0.8548	85.48%
OATP1B1 inhibitior	+	0.9159	91.59%
OATP1B3 inhibitior	+	0.9635	96.35%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	+	0.5442	54.42%
BSEP inhibitior	-	0.7914	79.14%
P-glycoprotein inhibitior	-	0.8891	88.91%
P-glycoprotein substrate	-	0.8174	81.74%
CYP3A4 substrate	+	0.6169	61.69%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8801	88.01%
CYP3A4 inhibition	-	0.6633	66.33%
CYP2C9 inhibition	-	0.9196	91.96%
CYP2C19 inhibition	-	0.9597	95.97%
CYP2D6 inhibition	-	0.9521	95.21%
CYP1A2 inhibition	-	0.8780	87.80%
CYP2C8 inhibition	-	0.8095	80.95%
CYP inhibitory promiscuity	-	0.9626	96.26%
UGT catelyzed	+	0.9000	90.00%
Carcinogenicity (binary)	-	0.9800	98.00%
Carcinogenicity (trinary)	Danger	0.5123	51.23%
Eye corrosion	-	0.9899	98.99%
Eye irritation	-	0.7683	76.83%
Skin irritation	+	0.6281	62.81%
Skin corrosion	-	0.9253	92.53%
Ames mutagenesis	+	0.5146	51.46%
Human Ether-a-go-go-Related Gene inhibition	-	0.6886	68.86%
Micronuclear	-	0.8300	83.00%
Hepatotoxicity	-	0.5581	55.81%
skin sensitisation	-	0.9246	92.46%
Respiratory toxicity	+	0.6000	60.00%
Reproductive toxicity	+	0.8444	84.44%
Mitochondrial toxicity	+	0.8500	85.00%
Nephrotoxicity	+	0.5551	55.51%
Acute Oral Toxicity (c)	III	0.5299	52.99%
Estrogen receptor binding	+	0.6260	62.60%
Androgen receptor binding	+	0.5962	59.62%
Thyroid receptor binding	+	0.5421	54.21%
Glucocorticoid receptor binding	+	0.6195	61.95%
Aromatase binding	-	0.5936	59.36%
PPAR gamma	-	0.5703	57.03%
Honey bee toxicity	-	0.8687	86.87%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	+	0.5200	52.00%
Fish aquatic toxicity	+	0.9386	93.86%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	96.87%	91.11%
CHEMBL253	P34972	Cannabinoid CB2 receptor	90.80%	97.25%
CHEMBL2581	P07339	Cathepsin D	89.02%	98.95%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	88.38%	96.09%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	88.26%	95.56%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	86.13%	85.14%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	86.11%	82.69%
CHEMBL3137262	O60341	LSD1/CoREST complex	85.40%	97.09%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	85.13%	94.45%
CHEMBL1937	Q92769	Histone deacetylase 2	83.74%	94.75%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	81.50%	99.23%
CHEMBL218	P21554	Cannabinoid CB1 receptor	80.58%	96.61%

Plants that contains it

• Pseudelephantopus spicatus

Cross-Links

• PubChem: 73241697
• LOTUS: LTS0036186
• wikiData: Q105278884