7-(hydroxymethyl)-4-methyl-6-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-4,4a,5,6,7,7a-hexahydro-1H-cyclopenta[c]pyran-3-one

Details

• Internal ID: d6a99c55-6d0a-4ddc-989c-d125c879f534
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene glycosides
• IUPAC Name: 7-(hydroxymethyl)-4-methyl-6-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-4,4a,5,6,7,7a-hexahydro-1H-cyclopenta[c]pyran-3-one
• InChI: InChI=1S/C16H26O9/c1-6-7-2-10(8(3-17)9(7)5-23-15(6)22)24-16-14(21)13(20)12(19)11(4-18)25-16/h6-14,16-21H,2-5H2,1H3
• InChI Key: RAKWYUWXLTYDQR-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₆H₂₆O₉
• Molecular Weight: 362.37 g/mol
• Exact Mass: 362.15768240 g/mol
• Topological Polar Surface Area (TPSA): 146.00 Ų
• XlogP: -1.60
• Atomic LogP (AlogP): -2.39
• H-Bond Acceptor: 9
• H-Bond Donor: 5
• Rotatable Bonds: 4

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.6261	62.61%
Caco-2	-	0.8986	89.86%
Blood Brain Barrier	-	0.5250	52.50%
Human oral bioavailability	-	0.8143	81.43%
Subcellular localzation	Mitochondria	0.6950	69.50%
OATP2B1 inhibitior	-	0.8547	85.47%
OATP1B1 inhibitior	+	0.8961	89.61%
OATP1B3 inhibitior	+	0.9549	95.49%
MATE1 inhibitior	-	0.9412	94.12%
OCT2 inhibitior	-	0.9250	92.50%
BSEP inhibitior	-	0.8461	84.61%
P-glycoprotein inhibitior	-	0.9181	91.81%
P-glycoprotein substrate	-	0.8472	84.72%
CYP3A4 substrate	+	0.5586	55.86%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8882	88.82%
CYP3A4 inhibition	-	0.9435	94.35%
CYP2C9 inhibition	-	0.9460	94.60%
CYP2C19 inhibition	-	0.8797	87.97%
CYP2D6 inhibition	-	0.9413	94.13%
CYP1A2 inhibition	-	0.8875	88.75%
CYP2C8 inhibition	-	0.9024	90.24%
CYP inhibitory promiscuity	-	0.9207	92.07%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	1.0000	100.00%
Carcinogenicity (trinary)	Non-required	0.7219	72.19%
Eye corrosion	-	0.9920	99.20%
Eye irritation	-	0.9795	97.95%
Skin irritation	-	0.8263	82.63%
Skin corrosion	-	0.9633	96.33%
Ames mutagenesis	-	0.6232	62.32%
Human Ether-a-go-go-Related Gene inhibition	-	0.5292	52.92%
Micronuclear	-	0.8600	86.00%
Hepatotoxicity	-	0.7500	75.00%
skin sensitisation	-	0.9304	93.04%
Respiratory toxicity	+	0.5111	51.11%
Reproductive toxicity	+	0.6111	61.11%
Mitochondrial toxicity	+	0.5125	51.25%
Nephrotoxicity	+	0.5446	54.46%
Acute Oral Toxicity (c)	III	0.4278	42.78%
Estrogen receptor binding	-	0.5546	55.46%
Androgen receptor binding	-	0.5912	59.12%
Thyroid receptor binding	+	0.5189	51.89%
Glucocorticoid receptor binding	-	0.6212	62.12%
Aromatase binding	+	0.5927	59.27%
PPAR gamma	-	0.5653	56.53%
Honey bee toxicity	-	0.6765	67.65%
Biodegradation	-	0.6000	60.00%
Crustacea aquatic toxicity	-	0.6800	68.00%
Fish aquatic toxicity	+	0.7608	76.08%

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	95.70%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	90.59%	96.09%
CHEMBL3137262	O60341	LSD1/CoREST complex	89.29%	97.09%
CHEMBL2581	P07339	Cathepsin D	85.78%	98.95%
CHEMBL1994	P08235	Mineralocorticoid receptor	85.01%	100.00%
CHEMBL1806	P11388	DNA topoisomerase II alpha	84.61%	89.00%
CHEMBL226	P30542	Adenosine A1 receptor	84.02%	95.93%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	83.53%	95.56%
CHEMBL220	P22303	Acetylcholinesterase	83.18%	94.45%
CHEMBL3060	Q9Y345	Glycine transporter 2	82.01%	99.17%
CHEMBL5852	Q96P65	Pyroglutamylated RFamide peptide receptor	80.45%	85.00%
CHEMBL253	P34972	Cannabinoid CB2 receptor	80.38%	97.25%
CHEMBL1293267	Q9HC97	G-protein coupled receptor 35	80.37%	89.34%

Plants that contains it

• Patrinia gibbosa

Cross-Links

• PubChem: 14488179
• LOTUS: LTS0119124
• wikiData: Q105232674