4,7-Dimethyl-4a-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-5,6,7,7a-tetrahydrocyclopenta[c]pyran-1-one

Details

• Internal ID: 13e15a2f-68f7-46fb-87b2-faa37ab07f31
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene glycosides
• IUPAC Name: 4,7-dimethyl-4a-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-5,6,7,7a-tetrahydrocyclopenta[c]pyran-1-one
• InChI: InChI=1S/C16H24O8/c1-7-3-4-16(8(2)6-22-14(21)10(7)16)24-15-13(20)12(19)11(18)9(5-17)23-15/h6-7,9-13,15,17-20H,3-5H2,1-2H3
• InChI Key: STBJMMNZWIBYJP-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₆H₂₄O₈
• Molecular Weight: 344.36 g/mol
• Exact Mass: 344.14711772 g/mol
• Topological Polar Surface Area (TPSA): 126.00 Ų
• XlogP: -1.10
• Atomic LogP (AlogP): -0.95
• H-Bond Acceptor: 8
• H-Bond Donor: 4
• Rotatable Bonds: 3

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.7178	71.78%
Caco-2	-	0.7895	78.95%
Blood Brain Barrier	-	0.5250	52.50%
Human oral bioavailability	-	0.7000	70.00%
Subcellular localzation	Mitochondria	0.7807	78.07%
OATP2B1 inhibitior	-	0.8581	85.81%
OATP1B1 inhibitior	+	0.8917	89.17%
OATP1B3 inhibitior	+	0.8852	88.52%
MATE1 inhibitior	-	0.9412	94.12%
OCT2 inhibitior	-	0.8096	80.96%
BSEP inhibitior	-	0.8378	83.78%
P-glycoprotein inhibitior	-	0.8453	84.53%
P-glycoprotein substrate	-	0.8954	89.54%
CYP3A4 substrate	+	0.6245	62.45%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8841	88.41%
CYP3A4 inhibition	-	0.9370	93.70%
CYP2C9 inhibition	-	0.8816	88.16%
CYP2C19 inhibition	-	0.9230	92.30%
CYP2D6 inhibition	-	0.9230	92.30%
CYP1A2 inhibition	-	0.8374	83.74%
CYP2C8 inhibition	-	0.8285	82.85%
CYP inhibitory promiscuity	-	0.8103	81.03%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	1.0000	100.00%
Carcinogenicity (trinary)	Non-required	0.6714	67.14%
Eye corrosion	-	0.9908	99.08%
Eye irritation	-	0.9763	97.63%
Skin irritation	-	0.5851	58.51%
Skin corrosion	-	0.9304	93.04%
Ames mutagenesis	-	0.6777	67.77%
Human Ether-a-go-go-Related Gene inhibition	-	0.6031	60.31%
Micronuclear	-	0.8400	84.00%
Hepatotoxicity	-	0.6675	66.75%
skin sensitisation	-	0.8960	89.60%
Respiratory toxicity	+	0.6000	60.00%
Reproductive toxicity	+	0.8667	86.67%
Mitochondrial toxicity	-	0.5500	55.00%
Nephrotoxicity	-	0.6358	63.58%
Acute Oral Toxicity (c)	III	0.4753	47.53%
Estrogen receptor binding	-	0.5897	58.97%
Androgen receptor binding	+	0.6285	62.85%
Thyroid receptor binding	-	0.5124	51.24%
Glucocorticoid receptor binding	-	0.5558	55.58%
Aromatase binding	-	0.6065	60.65%
PPAR gamma	+	0.6055	60.55%
Honey bee toxicity	-	0.8556	85.56%
Biodegradation	-	0.7500	75.00%
Crustacea aquatic toxicity	-	0.6300	63.00%
Fish aquatic toxicity	+	0.8278	82.78%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	94.49%	96.09%
CHEMBL3137262	O60341	LSD1/CoREST complex	94.16%	97.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	93.19%	91.11%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	88.61%	95.56%
CHEMBL2581	P07339	Cathepsin D	86.66%	98.95%
CHEMBL1937	Q92769	Histone deacetylase 2	86.23%	94.75%
CHEMBL4481	P35228	Nitric oxide synthase, inducible	86.22%	94.80%
CHEMBL1806	P11388	DNA topoisomerase II alpha	84.24%	89.00%
CHEMBL1994	P08235	Mineralocorticoid receptor	83.32%	100.00%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	83.28%	94.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	83.24%	86.33%
CHEMBL5608	Q16288	NT-3 growth factor receptor	81.08%	95.89%
CHEMBL3401	O75469	Pregnane X receptor	80.30%	94.73%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	80.10%	86.92%
CHEMBL2781	P19634	Sodium/hydrogen exchanger 1	80.04%	90.24%

Plants that contains it

• Nepeta racemosa

Cross-Links

• PubChem: 85198149
• LOTUS: LTS0266716
• wikiData: Q105260128