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

Details

• Internal ID: 05a5769e-d702-4e78-8329-fcc6bd8625ba
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene glycosides > Iridoid O-glycosides
• IUPAC Name: 2-[(4,7-dimethyl-1,4a,5,6,7,7a-hexahydrocyclopenta[c]pyran-1-yl)oxy]-6-(hydroxymethyl)oxane-3,4,5-triol
• InChI: InChI=1S/C16H26O7/c1-7-3-4-9-8(2)6-21-15(11(7)9)23-16-14(20)13(19)12(18)10(5-17)22-16/h6-7,9-20H,3-5H2,1-2H3
• InChI Key: UKWQRDBDDIGHEQ-UHFFFAOYSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₆H₂₆O₇
• Molecular Weight: 330.37 g/mol
• Exact Mass: 330.16785316 g/mol
• Topological Polar Surface Area (TPSA): 109.00 Ų
• XlogP: 0.30
• Atomic LogP (AlogP): -0.27
• H-Bond Acceptor: 7
• 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	+	0.5808	58.08%
Caco-2	-	0.8399	83.99%
Blood Brain Barrier	-	0.5250	52.50%
Human oral bioavailability	-	0.7000	70.00%
Subcellular localzation	Mitochondria	0.6717	67.17%
OATP2B1 inhibitior	-	0.8559	85.59%
OATP1B1 inhibitior	+	0.8211	82.11%
OATP1B3 inhibitior	+	0.9268	92.68%
MATE1 inhibitior	-	0.9412	94.12%
OCT2 inhibitior	-	0.7750	77.50%
BSEP inhibitior	-	0.9401	94.01%
P-glycoprotein inhibitior	-	0.8860	88.60%
P-glycoprotein substrate	-	0.8634	86.34%
CYP3A4 substrate	+	0.5330	53.30%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8214	82.14%
CYP3A4 inhibition	-	0.9006	90.06%
CYP2C9 inhibition	-	0.8740	87.40%
CYP2C19 inhibition	-	0.8768	87.68%
CYP2D6 inhibition	-	0.8874	88.74%
CYP1A2 inhibition	-	0.7610	76.10%
CYP2C8 inhibition	-	0.7372	73.72%
CYP inhibitory promiscuity	-	0.7377	73.77%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.6992	69.92%
Eye corrosion	-	0.9897	98.97%
Eye irritation	-	0.9892	98.92%
Skin irritation	-	0.6961	69.61%
Skin corrosion	-	0.9436	94.36%
Ames mutagenesis	-	0.6524	65.24%
Human Ether-a-go-go-Related Gene inhibition	-	0.4328	43.28%
Micronuclear	-	0.8700	87.00%
Hepatotoxicity	-	0.7375	73.75%
skin sensitisation	-	0.8940	89.40%
Respiratory toxicity	-	0.6000	60.00%
Reproductive toxicity	+	0.7778	77.78%
Mitochondrial toxicity	-	0.5625	56.25%
Nephrotoxicity	-	0.7880	78.80%
Acute Oral Toxicity (c)	III	0.4991	49.91%
Estrogen receptor binding	-	0.6610	66.10%
Androgen receptor binding	-	0.5333	53.33%
Thyroid receptor binding	-	0.5000	50.00%
Glucocorticoid receptor binding	-	0.7375	73.75%
Aromatase binding	-	0.5680	56.80%
PPAR gamma	+	0.5673	56.73%
Honey bee toxicity	-	0.9153	91.53%
Biodegradation	-	0.7000	70.00%
Crustacea aquatic toxicity	-	0.6250	62.50%
Fish aquatic toxicity	+	0.7722	77.22%

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	94.71%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	94.52%	96.09%
CHEMBL3137262	O60341	LSD1/CoREST complex	93.42%	97.09%
CHEMBL2581	P07339	Cathepsin D	90.27%	98.95%
CHEMBL226	P30542	Adenosine A1 receptor	86.29%	95.93%
CHEMBL218	P21554	Cannabinoid CB1 receptor	84.66%	96.61%
CHEMBL4481	P35228	Nitric oxide synthase, inducible	82.94%	94.80%
CHEMBL3401	O75469	Pregnane X receptor	82.19%	94.73%
CHEMBL253	P34972	Cannabinoid CB2 receptor	81.86%	97.25%
CHEMBL1806	P11388	DNA topoisomerase II alpha	81.84%	89.00%
CHEMBL5255	O00206	Toll-like receptor 4	80.62%	92.50%
CHEMBL3060	Q9Y345	Glycine transporter 2	80.24%	99.17%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	80.20%	86.92%

Plants that contains it

• Anacyclus pyrethrum
• Pittosporum tobira
• Verbena officinalis

Cross-Links

• PubChem: 4490435
• LOTUS: LTS0238335
• wikiData: Q105157454