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

Details

• Internal ID: 835a2c4a-1d5a-483c-bf29-8c8895186600
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene glycosides > Iridoid O-glycosides
• IUPAC Name: 7-methyl-1-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-1,4a,5,7a-tetrahydrocyclopenta[c]pyran-4-carbaldehyde
• SMILES (Canonical): CC1=CCC2C1C(OC=C2C=O)OC3C(C(C(C(O3)CO)O)O)O
• SMILES (Isomeric): CC1=CCC2C1C(OC=C2C=O)OC3C(C(C(C(O3)CO)O)O)O
• InChI: InChI=1S/C16H22O8/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/h2,4,6,9-16,18-21H,3,5H2,1H3
• InChI Key: KDIZVLLEWZLJIE-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₆H₂₂O₈
• Molecular Weight: 342.34 g/mol
• Exact Mass: 342.13146766 g/mol
• Topological Polar Surface Area (TPSA): 126.00 Ų
• XlogP: -1.50
• Atomic LogP (AlogP): -1.18
• H-Bond Acceptor: 8
• H-Bond Donor: 4
• Rotatable Bonds: 4

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.6949	69.49%
Caco-2	-	0.8952	89.52%
Blood Brain Barrier	-	0.5000	50.00%
Human oral bioavailability	-	0.8000	80.00%
Subcellular localzation	Mitochondria	0.6978	69.78%
OATP2B1 inhibitior	-	0.8596	85.96%
OATP1B1 inhibitior	+	0.7782	77.82%
OATP1B3 inhibitior	+	0.9525	95.25%
MATE1 inhibitior	-	0.9212	92.12%
OCT2 inhibitior	-	0.9250	92.50%
BSEP inhibitior	-	0.8346	83.46%
P-glycoprotein inhibitior	-	0.9030	90.30%
P-glycoprotein substrate	-	0.8757	87.57%
CYP3A4 substrate	+	0.5619	56.19%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8485	84.85%
CYP3A4 inhibition	-	0.9485	94.85%
CYP2C9 inhibition	-	0.8980	89.80%
CYP2C19 inhibition	-	0.8911	89.11%
CYP2D6 inhibition	-	0.9137	91.37%
CYP1A2 inhibition	-	0.8099	80.99%
CYP2C8 inhibition	-	0.7522	75.22%
CYP inhibitory promiscuity	-	0.7021	70.21%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	1.0000	100.00%
Carcinogenicity (trinary)	Non-required	0.7214	72.14%
Eye corrosion	-	0.9899	98.99%
Eye irritation	-	0.9755	97.55%
Skin irritation	-	0.7358	73.58%
Skin corrosion	-	0.9489	94.89%
Ames mutagenesis	-	0.5700	57.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4220	42.20%
Micronuclear	-	0.7600	76.00%
Hepatotoxicity	-	0.7589	75.89%
skin sensitisation	-	0.8813	88.13%
Respiratory toxicity	-	0.5778	57.78%
Reproductive toxicity	+	0.7556	75.56%
Mitochondrial toxicity	+	0.5250	52.50%
Nephrotoxicity	+	0.6573	65.73%
Acute Oral Toxicity (c)	III	0.4781	47.81%
Estrogen receptor binding	-	0.5985	59.85%
Androgen receptor binding	-	0.5102	51.02%
Thyroid receptor binding	-	0.5768	57.68%
Glucocorticoid receptor binding	-	0.5245	52.45%
Aromatase binding	-	0.5683	56.83%
PPAR gamma	-	0.5271	52.71%
Honey bee toxicity	-	0.8084	80.84%
Biodegradation	-	0.6750	67.50%
Crustacea aquatic toxicity	-	0.7100	71.00%
Fish aquatic toxicity	+	0.7482	74.82%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL3401	O75469	Pregnane X receptor	93.61%	94.73%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	91.97%	95.56%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	90.49%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	89.19%	96.09%
CHEMBL3714130	P46095	G-protein coupled receptor 6	87.93%	97.36%
CHEMBL3137262	O60341	LSD1/CoREST complex	87.31%	97.09%
CHEMBL1293249	Q13887	Kruppel-like factor 5	84.49%	86.33%
CHEMBL3060	Q9Y345	Glycine transporter 2	83.13%	99.17%
CHEMBL4208	P20618	Proteasome component C5	82.62%	90.00%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	81.94%	86.92%
CHEMBL2581	P07339	Cathepsin D	81.77%	98.95%
CHEMBL1806	P11388	DNA topoisomerase II alpha	81.51%	89.00%

Plants that contains it

• Ferula communis
• Nepeta nuda

Cross-Links

• PubChem: 163077954
• LOTUS: LTS0203062
• wikiData: Q104993034