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

Details

• Internal ID: 3ddc2e9c-9778-4e6f-9084-78cb780cfbf1
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene glycosides > Iridoid O-glycosides
• IUPAC Name: 2-(hydroxymethyl)-6-[[7-(hydroxymethyl)-1,4a,5,6,7,7a-hexahydrocyclopenta[c]pyran-1-yl]oxy]oxane-3,4,5-triol
• SMILES (Canonical): C1CC(C2C1C=COC2OC3C(C(C(C(O3)CO)O)O)O)CO
• SMILES (Isomeric): C1CC(C2C1C=COC2OC3C(C(C(C(O3)CO)O)O)O)CO
• InChI: InChI=1S/C15H24O8/c16-5-8-2-1-7-3-4-21-14(10(7)8)23-15-13(20)12(19)11(18)9(6-17)22-15/h3-4,7-20H,1-2,5-6H2
• InChI Key: JBAVSAKGURRRBZ-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₅H₂₄O₈
• Molecular Weight: 332.35 g/mol
• Exact Mass: 332.14711772 g/mol
• Topological Polar Surface Area (TPSA): 129.00 Ų
• XlogP: -1.00
• Atomic LogP (AlogP): -1.69
• 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	-	0.7573	75.73%
Caco-2	-	0.8519	85.19%
Blood Brain Barrier	+	0.5500	55.00%
Human oral bioavailability	-	0.7143	71.43%
Subcellular localzation	Mitochondria	0.7084	70.84%
OATP2B1 inhibitior	-	0.8584	85.84%
OATP1B1 inhibitior	+	0.8864	88.64%
OATP1B3 inhibitior	+	0.9556	95.56%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.7750	77.50%
BSEP inhibitior	-	0.9893	98.93%
P-glycoprotein inhibitior	-	0.9183	91.83%
P-glycoprotein substrate	-	0.9204	92.04%
CYP3A4 substrate	+	0.5282	52.82%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8087	80.87%
CYP3A4 inhibition	-	0.9658	96.58%
CYP2C9 inhibition	-	0.9351	93.51%
CYP2C19 inhibition	-	0.8283	82.83%
CYP2D6 inhibition	-	0.8819	88.19%
CYP1A2 inhibition	-	0.8588	85.88%
CYP2C8 inhibition	-	0.8337	83.37%
CYP inhibitory promiscuity	-	0.8884	88.84%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9800	98.00%
Carcinogenicity (trinary)	Non-required	0.6652	66.52%
Eye corrosion	-	0.9867	98.67%
Eye irritation	-	0.9760	97.60%
Skin irritation	-	0.8382	83.82%
Skin corrosion	-	0.9663	96.63%
Ames mutagenesis	-	0.5470	54.70%
Human Ether-a-go-go-Related Gene inhibition	+	0.6630	66.30%
Micronuclear	-	0.8900	89.00%
Hepatotoxicity	-	0.8001	80.01%
skin sensitisation	-	0.9079	90.79%
Respiratory toxicity	-	0.6111	61.11%
Reproductive toxicity	+	0.5444	54.44%
Mitochondrial toxicity	-	0.6250	62.50%
Nephrotoxicity	+	0.4528	45.28%
Acute Oral Toxicity (c)	IV	0.4199	41.99%
Estrogen receptor binding	-	0.7611	76.11%
Androgen receptor binding	-	0.6597	65.97%
Thyroid receptor binding	-	0.5793	57.93%
Glucocorticoid receptor binding	-	0.7807	78.07%
Aromatase binding	+	0.5417	54.17%
PPAR gamma	+	0.6189	61.89%
Honey bee toxicity	-	0.7919	79.19%
Biodegradation	-	0.6750	67.50%
Crustacea aquatic toxicity	-	0.7800	78.00%
Fish aquatic toxicity	-	0.4236	42.36%

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	96.95%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	90.94%	96.09%
CHEMBL3137262	O60341	LSD1/CoREST complex	90.40%	97.09%
CHEMBL253	P34972	Cannabinoid CB2 receptor	86.70%	97.25%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	85.45%	86.92%
CHEMBL4040	P28482	MAP kinase ERK2	83.64%	83.82%
CHEMBL241	Q14432	Phosphodiesterase 3A	82.56%	92.94%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	82.01%	95.89%
CHEMBL226	P30542	Adenosine A1 receptor	82.00%	95.93%
CHEMBL5608	Q16288	NT-3 growth factor receptor	80.81%	95.89%
CHEMBL5255	O00206	Toll-like receptor 4	80.38%	92.50%

Plants that contains it

• Retzia capensis

Cross-Links

• PubChem: 163192390
• LOTUS: LTS0210911
• wikiData: Q104402711