2-(Hydroxymethyl)-6-[[4-(hydroxymethyl)-7-methyl-1,6,7,7a-tetrahydrocyclopenta[c]pyran-1-yl]oxy]oxane-3,4,5-triol

Details

• Internal ID: 00b9644d-5da7-4af6-b5eb-3c506040bde4
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene glycosides
• IUPAC Name: 2-(hydroxymethyl)-6-[[4-(hydroxymethyl)-7-methyl-1,6,7,7a-tetrahydrocyclopenta[c]pyran-1-yl]oxy]oxane-3,4,5-triol
• SMILES (Canonical): CC1CC=C2C1C(OC=C2CO)OC3C(C(C(C(O3)CO)O)O)O
• SMILES (Isomeric): CC1CC=C2C1C(OC=C2CO)OC3C(C(C(C(O3)CO)O)O)O
• InChI: InChI=1S/C16H24O8/c1-7-2-3-9-8(4-17)6-22-15(11(7)9)24-16-14(21)13(20)12(19)10(5-18)23-16/h3,6-7,10-21H,2,4-5H2,1H3
• InChI Key: GAOVFWZRKCJHNW-UHFFFAOYSA-N
• Popularity: 1 reference 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): 129.00 Ų
• XlogP: -1.70
• Atomic LogP (AlogP): -1.38
• H-Bond Acceptor: 8
• 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	-	0.4884	48.84%
Caco-2	-	0.8453	84.53%
Blood Brain Barrier	-	0.5642	56.42%
Human oral bioavailability	-	0.7714	77.14%
Subcellular localzation	Mitochondria	0.6532	65.32%
OATP2B1 inhibitior	-	0.8607	86.07%
OATP1B1 inhibitior	+	0.8512	85.12%
OATP1B3 inhibitior	+	0.9448	94.48%
MATE1 inhibitior	-	0.9412	94.12%
OCT2 inhibitior	-	0.9000	90.00%
BSEP inhibitior	-	0.8866	88.66%
P-glycoprotein inhibitior	-	0.9114	91.14%
P-glycoprotein substrate	-	0.8382	83.82%
CYP3A4 substrate	+	0.5364	53.64%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8371	83.71%
CYP3A4 inhibition	-	0.9429	94.29%
CYP2C9 inhibition	-	0.8884	88.84%
CYP2C19 inhibition	-	0.8170	81.70%
CYP2D6 inhibition	-	0.8837	88.37%
CYP1A2 inhibition	-	0.8336	83.36%
CYP2C8 inhibition	-	0.8469	84.69%
CYP inhibitory promiscuity	-	0.7647	76.47%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.6494	64.94%
Eye corrosion	-	0.9883	98.83%
Eye irritation	-	0.9768	97.68%
Skin irritation	-	0.7967	79.67%
Skin corrosion	-	0.9599	95.99%
Ames mutagenesis	-	0.5491	54.91%
Human Ether-a-go-go-Related Gene inhibition	-	0.5083	50.83%
Micronuclear	-	0.8200	82.00%
Hepatotoxicity	-	0.7979	79.79%
skin sensitisation	-	0.8911	89.11%
Respiratory toxicity	-	0.6222	62.22%
Reproductive toxicity	+	0.7444	74.44%
Mitochondrial toxicity	-	0.5875	58.75%
Nephrotoxicity	-	0.5813	58.13%
Acute Oral Toxicity (c)	III	0.4289	42.89%
Estrogen receptor binding	-	0.5598	55.98%
Androgen receptor binding	-	0.5160	51.60%
Thyroid receptor binding	-	0.5000	50.00%
Glucocorticoid receptor binding	-	0.6317	63.17%
Aromatase binding	+	0.5342	53.42%
PPAR gamma	+	0.5449	54.49%
Honey bee toxicity	-	0.7213	72.13%
Biodegradation	-	0.6500	65.00%
Crustacea aquatic toxicity	-	0.7150	71.50%
Fish aquatic toxicity	+	0.7790	77.90%

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	96.53%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	94.83%	96.09%
CHEMBL3137262	O60341	LSD1/CoREST complex	88.91%	97.09%
CHEMBL3401	O75469	Pregnane X receptor	88.36%	94.73%
CHEMBL253	P34972	Cannabinoid CB2 receptor	85.40%	97.25%
CHEMBL2581	P07339	Cathepsin D	84.89%	98.95%
CHEMBL226	P30542	Adenosine A1 receptor	84.56%	95.93%

Plants that contains it

• Pedicularis kansuensis

Cross-Links

• PubChem: 85146467
• LOTUS: LTS0061968
• wikiData: Q105005531