(1S,2R,4R,5S,6S,10S,11S,14R)-4,5,14-trihydroxy-2,6-dimethyl-8,12-dioxatetracyclo[9.3.1.01,5.06,10]pentadecane-9,13-dione

Details

• Internal ID: ca700d3b-d95e-4b33-bf8c-0b2af139b0e0
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene lactones
• IUPAC Name: (1S,2R,4R,5S,6S,10S,11S,14R)-4,5,14-trihydroxy-2,6-dimethyl-8,12-dioxatetracyclo[9.3.1.01,5.06,10]pentadecane-9,13-dione
• InChI: InChI=1S/C15H20O7/c1-6-3-8(16)15(20)13(2)5-21-11(18)9(13)7-4-14(6,15)10(17)12(19)22-7/h6-10,16-17,20H,3-5H2,1-2H3/t6-,7+,8-,9+,10+,13-,14+,15+/m1/s1
• InChI Key: WJDZTXWWVYSJRB-DLJAQLAPSA-N
• Popularity: 2 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: -0.60
• Atomic LogP (AlogP): -1.03
• H-Bond Acceptor: 7
• 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	+	0.7507	75.07%
Caco-2	-	0.7339	73.39%
Blood Brain Barrier	-	0.5750	57.50%
Human oral bioavailability	+	0.5571	55.71%
Subcellular localzation	Mitochondria	0.7305	73.05%
OATP2B1 inhibitior	-	0.8538	85.38%
OATP1B1 inhibitior	+	0.9293	92.93%
OATP1B3 inhibitior	+	0.9498	94.98%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.9000	90.00%
BSEP inhibitior	-	0.9334	93.34%
P-glycoprotein inhibitior	-	0.9115	91.15%
P-glycoprotein substrate	-	0.6779	67.79%
CYP3A4 substrate	+	0.6092	60.92%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8390	83.90%
CYP3A4 inhibition	-	0.8665	86.65%
CYP2C9 inhibition	-	0.9521	95.21%
CYP2C19 inhibition	-	0.9507	95.07%
CYP2D6 inhibition	-	0.9609	96.09%
CYP1A2 inhibition	-	0.9343	93.43%
CYP2C8 inhibition	-	0.8511	85.11%
CYP inhibitory promiscuity	-	0.9888	98.88%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.6087	60.87%
Eye corrosion	-	0.9910	99.10%
Eye irritation	-	0.9398	93.98%
Skin irritation	-	0.6457	64.57%
Skin corrosion	-	0.9158	91.58%
Ames mutagenesis	-	0.6100	61.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.6898	68.98%
Micronuclear	-	0.7000	70.00%
Hepatotoxicity	+	0.7741	77.41%
skin sensitisation	-	0.9076	90.76%
Respiratory toxicity	+	0.6111	61.11%
Reproductive toxicity	+	0.7889	78.89%
Mitochondrial toxicity	+	0.8000	80.00%
Nephrotoxicity	+	0.5872	58.72%
Acute Oral Toxicity (c)	I	0.4530	45.30%
Estrogen receptor binding	+	0.6748	67.48%
Androgen receptor binding	+	0.6881	68.81%
Thyroid receptor binding	+	0.5269	52.69%
Glucocorticoid receptor binding	+	0.6451	64.51%
Aromatase binding	-	0.5275	52.75%
PPAR gamma	-	0.6138	61.38%
Honey bee toxicity	-	0.8074	80.74%
Biodegradation	-	0.8750	87.50%
Crustacea aquatic toxicity	+	0.5400	54.00%
Fish aquatic toxicity	+	0.9430	94.30%

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	93.77%	85.14%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	92.13%	95.56%
CHEMBL2996	Q05655	Protein kinase C delta	90.82%	97.79%
CHEMBL1994	P08235	Mineralocorticoid receptor	90.17%	100.00%
CHEMBL3137262	O60341	LSD1/CoREST complex	90.00%	97.09%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	86.90%	96.09%
CHEMBL253	P34972	Cannabinoid CB2 receptor	85.22%	97.25%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	85.05%	91.11%
CHEMBL1871	P10275	Androgen Receptor	84.95%	96.43%
CHEMBL1806	P11388	DNA topoisomerase II alpha	84.24%	89.00%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	82.72%	99.23%
CHEMBL4803	P29474	Nitric-oxide synthase, endothelial	81.66%	86.00%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	81.14%	94.45%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	80.73%	96.95%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 163046585
• LOTUS: LTS0024437
• wikiData: Q105306702