4-[4-Hydroxy-2,2,6-trimethyl-6-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxycyclohexylidene]-3-methylbut-3-en-2-one

Details

• Internal ID: 79e32edb-7ce3-418e-a930-27de14cddb24
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene glycosides
• IUPAC Name: 4-[4-hydroxy-2,2,6-trimethyl-6-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxycyclohexylidene]-3-methylbut-3-en-2-one
• InChI: InChI=1S/C20H32O8/c1-10(11(2)22)6-14-19(3,4)7-12(23)8-20(14,5)28-18-17(26)16(25)15(24)13(9-21)27-18/h12-13,15-18,21,23-26H,7-9H2,1-5H3
• InChI Key: MZQWQYTYCMJQNN-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₀H₃₂O₈
• Molecular Weight: 400.50 g/mol
• Exact Mass: 400.20971797 g/mol
• Topological Polar Surface Area (TPSA): 137.00 Ų
• XlogP: -1.20
• Atomic LogP (AlogP): -0.20
• H-Bond Acceptor: 8
• H-Bond Donor: 5
• Rotatable Bonds: 4

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.5717	57.17%
Caco-2	-	0.7748	77.48%
Blood Brain Barrier	-	0.5500	55.00%
Human oral bioavailability	-	0.7286	72.86%
Subcellular localzation	Mitochondria	0.8243	82.43%
OATP2B1 inhibitior	-	0.8594	85.94%
OATP1B1 inhibitior	+	0.8887	88.87%
OATP1B3 inhibitior	+	0.8757	87.57%
MATE1 inhibitior	-	0.9612	96.12%
OCT2 inhibitior	-	0.9250	92.50%
BSEP inhibitior	-	0.7208	72.08%
P-glycoprotein inhibitior	-	0.7862	78.62%
P-glycoprotein substrate	-	0.8672	86.72%
CYP3A4 substrate	+	0.6048	60.48%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8618	86.18%
CYP3A4 inhibition	-	0.9227	92.27%
CYP2C9 inhibition	-	0.7961	79.61%
CYP2C19 inhibition	-	0.8199	81.99%
CYP2D6 inhibition	-	0.9326	93.26%
CYP1A2 inhibition	-	0.8607	86.07%
CYP2C8 inhibition	-	0.8077	80.77%
CYP inhibitory promiscuity	-	0.8964	89.64%
UGT catelyzed	-	0.7000	70.00%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Non-required	0.6906	69.06%
Eye corrosion	-	0.9913	99.13%
Eye irritation	-	0.9410	94.10%
Skin irritation	-	0.7770	77.70%
Skin corrosion	-	0.9592	95.92%
Ames mutagenesis	-	0.6500	65.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5783	57.83%
Micronuclear	-	0.7741	77.41%
Hepatotoxicity	-	0.7906	79.06%
skin sensitisation	-	0.7894	78.94%
Respiratory toxicity	-	0.5889	58.89%
Reproductive toxicity	+	0.7222	72.22%
Mitochondrial toxicity	+	0.5125	51.25%
Nephrotoxicity	-	0.5828	58.28%
Acute Oral Toxicity (c)	III	0.6840	68.40%
Estrogen receptor binding	+	0.5568	55.68%
Androgen receptor binding	+	0.6327	63.27%
Thyroid receptor binding	+	0.6561	65.61%
Glucocorticoid receptor binding	-	0.5000	50.00%
Aromatase binding	+	0.6275	62.75%
PPAR gamma	-	0.5000	50.00%
Honey bee toxicity	-	0.7527	75.27%
Biodegradation	-	0.7250	72.50%
Crustacea aquatic toxicity	-	0.7150	71.50%
Fish aquatic toxicity	+	0.8557	85.57%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	98.14%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	97.68%	91.11%
CHEMBL3137262	O60341	LSD1/CoREST complex	84.85%	97.09%
CHEMBL1806	P11388	DNA topoisomerase II alpha	82.00%	89.00%
CHEMBL1994	P08235	Mineralocorticoid receptor	81.85%	100.00%
CHEMBL3476	O15111	Inhibitor of nuclear factor kappa B kinase alpha subunit	81.67%	95.83%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	81.04%	94.33%
CHEMBL3401	O75469	Pregnane X receptor	80.99%	94.73%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	80.43%	96.00%
CHEMBL2581	P07339	Cathepsin D	80.15%	98.95%

Plants that contains it

• Hydrangea macrophylla

Cross-Links

• PubChem: 162872779
• LOTUS: LTS0248093
• wikiData: Q105175969