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

Details

• Internal ID: 4f00a607-3eb4-466e-807b-b572ec3db43f
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene glycosides
• IUPAC Name: 7-(hydroxymethyl)-1-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-1,6,7,7a-tetrahydrocyclopenta[c]pyran-4-carboxylic acid
• InChI: InChI=1S/C16H22O10/c17-3-6-1-2-7-8(14(22)23)5-24-15(10(6)7)26-16-13(21)12(20)11(19)9(4-18)25-16/h2,5-6,9-13,15-21H,1,3-4H2,(H,22,23)
• InChI Key: ZLWWOVLBOTUVGK-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₆H₂₂O₁₀
• Molecular Weight: 374.34 g/mol
• Exact Mass: 374.12129689 g/mol
• Topological Polar Surface Area (TPSA): 166.00 Ų
• XlogP: -2.30
• Atomic LogP (AlogP): -2.32
• H-Bond Acceptor: 9
• H-Bond Donor: 6
• Rotatable Bonds: 5

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.4662	46.62%
Caco-2	-	0.8920	89.20%
Blood Brain Barrier	-	0.5892	58.92%
Human oral bioavailability	-	0.7857	78.57%
Subcellular localzation	Mitochondria	0.7066	70.66%
OATP2B1 inhibitior	-	0.8593	85.93%
OATP1B1 inhibitior	+	0.8570	85.70%
OATP1B3 inhibitior	+	0.9507	95.07%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.9500	95.00%
BSEP inhibitior	-	0.9589	95.89%
P-glycoprotein inhibitior	-	0.9159	91.59%
P-glycoprotein substrate	-	0.8905	89.05%
CYP3A4 substrate	-	0.5069	50.69%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8723	87.23%
CYP3A4 inhibition	-	0.9428	94.28%
CYP2C9 inhibition	-	0.9005	90.05%
CYP2C19 inhibition	-	0.8257	82.57%
CYP2D6 inhibition	-	0.8749	87.49%
CYP1A2 inhibition	-	0.8587	85.87%
CYP2C8 inhibition	-	0.8212	82.12%
CYP inhibitory promiscuity	-	0.7549	75.49%
UGT catelyzed	-	0.7000	70.00%
Carcinogenicity (binary)	-	1.0000	100.00%
Carcinogenicity (trinary)	Non-required	0.6831	68.31%
Eye corrosion	-	0.9863	98.63%
Eye irritation	-	0.9162	91.62%
Skin irritation	-	0.7869	78.69%
Skin corrosion	-	0.9526	95.26%
Ames mutagenesis	-	0.5900	59.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.6624	66.24%
Micronuclear	-	0.7041	70.41%
Hepatotoxicity	-	0.7802	78.02%
skin sensitisation	-	0.8742	87.42%
Respiratory toxicity	-	0.5444	54.44%
Reproductive toxicity	+	0.7444	74.44%
Mitochondrial toxicity	+	0.5125	51.25%
Nephrotoxicity	+	0.6116	61.16%
Acute Oral Toxicity (c)	III	0.3569	35.69%
Estrogen receptor binding	-	0.5827	58.27%
Androgen receptor binding	+	0.5516	55.16%
Thyroid receptor binding	-	0.5220	52.20%
Glucocorticoid receptor binding	-	0.7095	70.95%
Aromatase binding	+	0.5871	58.71%
PPAR gamma	+	0.6278	62.78%
Honey bee toxicity	-	0.8900	89.00%
Biodegradation	-	0.6750	67.50%
Crustacea aquatic toxicity	-	0.7750	77.50%
Fish aquatic toxicity	-	0.4329	43.29%

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	94.35%	91.11%
CHEMBL4040	P28482	MAP kinase ERK2	93.75%	83.82%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	93.63%	96.09%
CHEMBL3401	O75469	Pregnane X receptor	86.24%	94.73%
CHEMBL3060	Q9Y345	Glycine transporter 2	84.74%	99.17%
CHEMBL3137262	O60341	LSD1/CoREST complex	83.72%	97.09%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	83.72%	95.56%
CHEMBL1806	P11388	DNA topoisomerase II alpha	81.59%	89.00%
CHEMBL5255	O00206	Toll-like receptor 4	81.28%	92.50%
CHEMBL1293249	Q13887	Kruppel-like factor 5	80.48%	86.33%

Plants that contains it

• Wendlandia tinctoria

Cross-Links

• PubChem: 162932947
• LOTUS: LTS0183446
• wikiData: Q105379250