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

Details

• Internal ID: 4b6e7b7d-88a6-4c00-bab7-3dccefa0ac86
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene glycosides
• IUPAC Name: 7-methyl-4-[[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxymethyl]-4,4a,5,6,7,7a-hexahydro-3H-cyclopenta[c]pyran-1-one
• InChI: InChI=1S/C16H26O8/c1-7-2-3-9-8(5-22-15(21)11(7)9)6-23-16-14(20)13(19)12(18)10(4-17)24-16/h7-14,16-20H,2-6H2,1H3/t7?,8?,9?,10-,11?,12-,13+,14-,16+/m1/s1
• InChI Key: PLSSBWGEYMENGJ-JDFPGYRSSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₆H₂₆O₈
• Molecular Weight: 346.37 g/mol
• Exact Mass: 346.16276778 g/mol
• Topological Polar Surface Area (TPSA): 126.00 Ų
• XlogP: -0.30
• Atomic LogP (AlogP): -1.36
• H-Bond Acceptor: 8
• H-Bond Donor: 4
• Rotatable Bonds: 4

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.5981	59.81%
Caco-2	-	0.8665	86.65%
Blood Brain Barrier	-	0.5750	57.50%
Human oral bioavailability	-	0.7000	70.00%
Subcellular localzation	Mitochondria	0.7420	74.20%
OATP2B1 inhibitior	-	0.8530	85.30%
OATP1B1 inhibitior	+	0.8909	89.09%
OATP1B3 inhibitior	+	0.9393	93.93%
MATE1 inhibitior	-	0.9412	94.12%
OCT2 inhibitior	-	0.7750	77.50%
BSEP inhibitior	-	0.8959	89.59%
P-glycoprotein inhibitior	-	0.9218	92.18%
P-glycoprotein substrate	-	0.7994	79.94%
CYP3A4 substrate	+	0.5733	57.33%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8882	88.82%
CYP3A4 inhibition	-	0.9400	94.00%
CYP2C9 inhibition	-	0.9248	92.48%
CYP2C19 inhibition	-	0.8373	83.73%
CYP2D6 inhibition	-	0.9352	93.52%
CYP1A2 inhibition	-	0.8284	82.84%
CYP2C8 inhibition	-	0.8703	87.03%
CYP inhibitory promiscuity	-	0.9384	93.84%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	1.0000	100.00%
Carcinogenicity (trinary)	Non-required	0.7106	71.06%
Eye corrosion	-	0.9923	99.23%
Eye irritation	-	0.9539	95.39%
Skin irritation	-	0.7734	77.34%
Skin corrosion	-	0.9611	96.11%
Ames mutagenesis	-	0.6769	67.69%
Human Ether-a-go-go-Related Gene inhibition	-	0.5435	54.35%
Micronuclear	-	0.9200	92.00%
Hepatotoxicity	-	0.6449	64.49%
skin sensitisation	-	0.9370	93.70%
Respiratory toxicity	+	0.5333	53.33%
Reproductive toxicity	+	0.6111	61.11%
Mitochondrial toxicity	-	0.5500	55.00%
Nephrotoxicity	-	0.6069	60.69%
Acute Oral Toxicity (c)	III	0.4418	44.18%
Estrogen receptor binding	-	0.5594	55.94%
Androgen receptor binding	+	0.5998	59.98%
Thyroid receptor binding	-	0.4929	49.29%
Glucocorticoid receptor binding	-	0.6144	61.44%
Aromatase binding	+	0.6076	60.76%
PPAR gamma	-	0.5430	54.30%
Honey bee toxicity	-	0.8213	82.13%
Biodegradation	-	0.6500	65.00%
Crustacea aquatic toxicity	-	0.6650	66.50%
Fish aquatic toxicity	+	0.8298	82.98%

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	96.55%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	94.78%	96.09%
CHEMBL2581	P07339	Cathepsin D	91.34%	98.95%
CHEMBL3137262	O60341	LSD1/CoREST complex	90.96%	97.09%
CHEMBL226	P30542	Adenosine A1 receptor	89.14%	95.93%
CHEMBL4481	P35228	Nitric oxide synthase, inducible	85.68%	94.80%
CHEMBL5255	O00206	Toll-like receptor 4	85.58%	92.50%
CHEMBL1994	P08235	Mineralocorticoid receptor	85.35%	100.00%
CHEMBL1806	P11388	DNA topoisomerase II alpha	85.29%	89.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	83.73%	95.56%
CHEMBL1293255	P15428	15-hydroxyprostaglandin dehydrogenase [NAD+]	82.84%	83.57%
CHEMBL253	P34972	Cannabinoid CB2 receptor	81.14%	97.25%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	80.53%	96.00%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	80.07%	96.77%

Plants that contains it

• Embelia ribes
• Patrinia villosa

Cross-Links

• PubChem: 11968303
• NPASS: NPC225562