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

Details

• Internal ID: 06bfded1-4745-4e9c-a3b7-0d861db452e9
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene glycosides > Iridoid O-glycosides
• IUPAC Name: 2-[[7-(hydroxymethyl)-1-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-1,4a,5,7a-tetrahydrocyclopenta[c]pyran-5-yl]oxy]-6-methyloxane-3,4,5-triol
• InChI: InChI=1S/C21H32O13/c1-7-13(24)15(26)17(28)20(31-7)32-10-4-8(5-22)12-9(10)2-3-30-19(12)34-21-18(29)16(27)14(25)11(6-23)33-21/h2-4,7,9-29H,5-6H2,1H3
• InChI Key: GKYZLSXVWCJFOK-UHFFFAOYSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₁H₃₂O₁₃
• Molecular Weight: 492.50 g/mol
• Exact Mass: 492.18429107 g/mol
• Topological Polar Surface Area (TPSA): 208.00 Ų
• XlogP: -4.10
• Atomic LogP (AlogP): -3.95
• H-Bond Acceptor: 13
• H-Bond Donor: 8
• Rotatable Bonds: 6

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.6384	63.84%
Caco-2	-	0.8786	87.86%
Blood Brain Barrier	+	0.5250	52.50%
Human oral bioavailability	-	0.7429	74.29%
Subcellular localzation	Mitochondria	0.6311	63.11%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8379	83.79%
OATP1B3 inhibitior	+	0.9678	96.78%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.9500	95.00%
BSEP inhibitior	-	0.9032	90.32%
P-glycoprotein inhibitior	-	0.7671	76.71%
P-glycoprotein substrate	-	0.7619	76.19%
CYP3A4 substrate	+	0.5739	57.39%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8403	84.03%
CYP3A4 inhibition	-	0.9534	95.34%
CYP2C9 inhibition	-	0.9045	90.45%
CYP2C19 inhibition	-	0.8181	81.81%
CYP2D6 inhibition	-	0.9002	90.02%
CYP1A2 inhibition	-	0.8599	85.99%
CYP2C8 inhibition	-	0.7405	74.05%
CYP inhibitory promiscuity	-	0.6395	63.95%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	1.0000	100.00%
Carcinogenicity (trinary)	Non-required	0.6408	64.08%
Eye corrosion	-	0.9897	98.97%
Eye irritation	-	0.9490	94.90%
Skin irritation	-	0.8187	81.87%
Skin corrosion	-	0.9592	95.92%
Ames mutagenesis	-	0.5545	55.45%
Human Ether-a-go-go-Related Gene inhibition	-	0.4109	41.09%
Micronuclear	-	0.7441	74.41%
Hepatotoxicity	-	0.8500	85.00%
skin sensitisation	-	0.8935	89.35%
Respiratory toxicity	-	0.5444	54.44%
Reproductive toxicity	+	0.6667	66.67%
Mitochondrial toxicity	-	0.5750	57.50%
Nephrotoxicity	-	0.6451	64.51%
Acute Oral Toxicity (c)	III	0.4136	41.36%
Estrogen receptor binding	-	0.4913	49.13%
Androgen receptor binding	-	0.5415	54.15%
Thyroid receptor binding	-	0.5000	50.00%
Glucocorticoid receptor binding	-	0.5703	57.03%
Aromatase binding	+	0.6125	61.25%
PPAR gamma	-	0.4876	48.76%
Honey bee toxicity	-	0.7808	78.08%
Biodegradation	-	0.7250	72.50%
Crustacea aquatic toxicity	-	0.6450	64.50%
Fish aquatic toxicity	-	0.5538	55.38%

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	96.75%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	93.01%	96.09%
CHEMBL3714130	P46095	G-protein coupled receptor 6	90.77%	97.36%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	85.75%	86.92%
CHEMBL3401	O75469	Pregnane X receptor	85.66%	94.73%
CHEMBL226	P30542	Adenosine A1 receptor	85.33%	95.93%
CHEMBL1293249	Q13887	Kruppel-like factor 5	84.68%	86.33%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	82.41%	94.00%
CHEMBL1806	P11388	DNA topoisomerase II alpha	81.93%	89.00%
CHEMBL2581	P07339	Cathepsin D	81.00%	98.95%

Plants that contains it

• Verbascum chaixii
• Verbascum sinuatum
• Verbascum undulatum

Cross-Links

• PubChem: 73808816
• LOTUS: LTS0152029
• wikiData: Q104253129