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

Details

• Internal ID: f6b098db-2fee-4349-91d7-0936716c2474
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene glycosides > Iridoid O-glycosides
• IUPAC Name: 3-hydroxy-7-(hydroxymethyl)-1-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-1,3,4,4a,7,7a-hexahydrocyclopenta[c]pyran-4-carboxylic acid
• InChI: InChI=1S/C16H24O11/c17-3-5-1-2-6-8(5)15(26-14(24)9(6)13(22)23)27-16-12(21)11(20)10(19)7(4-18)25-16/h1-2,5-12,14-21,24H,3-4H2,(H,22,23)
• InChI Key: ICBIUHGRYOEHGD-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₆H₂₄O₁₁
• Molecular Weight: 392.35 g/mol
• Exact Mass: 392.13186158 g/mol
• Topological Polar Surface Area (TPSA): 186.00 Ų
• XlogP: -2.40
• Atomic LogP (AlogP): -3.41
• H-Bond Acceptor: 10
• H-Bond Donor: 7
• Rotatable Bonds: 5

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.6785	67.85%
Caco-2	-	0.9021	90.21%
Blood Brain Barrier	-	0.5250	52.50%
Human oral bioavailability	-	0.8286	82.86%
Subcellular localzation	Mitochondria	0.6287	62.87%
OATP2B1 inhibitior	-	0.8586	85.86%
OATP1B1 inhibitior	+	0.8002	80.02%
OATP1B3 inhibitior	+	0.9656	96.56%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	0.9500	95.00%
BSEP inhibitior	-	0.9741	97.41%
P-glycoprotein inhibitior	-	0.8850	88.50%
P-glycoprotein substrate	-	0.9470	94.70%
CYP3A4 substrate	+	0.5301	53.01%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8671	86.71%
CYP3A4 inhibition	-	0.9325	93.25%
CYP2C9 inhibition	-	0.9579	95.79%
CYP2C19 inhibition	-	0.8746	87.46%
CYP2D6 inhibition	-	0.9098	90.98%
CYP1A2 inhibition	-	0.9286	92.86%
CYP2C8 inhibition	-	0.7720	77.20%
CYP inhibitory promiscuity	-	0.8317	83.17%
UGT catelyzed	-	0.8000	80.00%
Carcinogenicity (binary)	-	1.0000	100.00%
Carcinogenicity (trinary)	Non-required	0.6816	68.16%
Eye corrosion	-	0.9895	98.95%
Eye irritation	-	0.9638	96.38%
Skin irritation	-	0.8391	83.91%
Skin corrosion	-	0.9604	96.04%
Ames mutagenesis	-	0.7400	74.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.6320	63.20%
Micronuclear	-	0.7041	70.41%
Hepatotoxicity	-	0.8250	82.50%
skin sensitisation	-	0.9011	90.11%
Respiratory toxicity	-	0.6444	64.44%
Reproductive toxicity	+	0.5778	57.78%
Mitochondrial toxicity	-	0.5250	52.50%
Nephrotoxicity	-	0.6340	63.40%
Acute Oral Toxicity (c)	IV	0.4779	47.79%
Estrogen receptor binding	-	0.6907	69.07%
Androgen receptor binding	-	0.5656	56.56%
Thyroid receptor binding	-	0.5615	56.15%
Glucocorticoid receptor binding	-	0.7126	71.26%
Aromatase binding	+	0.5236	52.36%
PPAR gamma	+	0.5693	56.93%
Honey bee toxicity	-	0.8097	80.97%
Biodegradation	-	0.6500	65.00%
Crustacea aquatic toxicity	-	0.7055	70.55%
Fish aquatic toxicity	-	0.5771	57.71%

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	95.31%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	94.19%	96.09%
CHEMBL218	P21554	Cannabinoid CB1 receptor	86.82%	96.61%
CHEMBL3060	Q9Y345	Glycine transporter 2	85.66%	99.17%
CHEMBL3714130	P46095	G-protein coupled receptor 6	83.97%	97.36%
CHEMBL2563	Q9UQL6	Histone deacetylase 5	81.81%	89.67%
CHEMBL1293255	P15428	15-hydroxyprostaglandin dehydrogenase [NAD+]	81.59%	83.57%
CHEMBL2581	P07339	Cathepsin D	81.10%	98.95%

Plants that contains it

• Tocoyena formosa

Cross-Links

• PubChem: 162945427
• LOTUS: LTS0035818
• wikiData: Q104168610