2-[(2S,3aS,5R,6S,8aR)-6-hydroxy-3,8-dimethylidene-2-[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-1,2,3a,4,5,6,7,8a-octahydroazulen-5-yl]prop-2-enoic acid

Details

• Internal ID: 9f50c8ab-75d7-49c2-a549-bbb1210dfb95
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene glycosides
• IUPAC Name: 2-[(2S,3aS,5R,6S,8aR)-6-hydroxy-3,8-dimethylidene-2-[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-1,2,3a,4,5,6,7,8a-octahydroazulen-5-yl]prop-2-enoic acid
• InChI: InChI=1S/C21H30O9/c1-8-4-14(23)13(10(3)20(27)28)5-12-9(2)15(6-11(8)12)29-21-19(26)18(25)17(24)16(7-22)30-21/h11-19,21-26H,1-7H2,(H,27,28)/t11-,12+,13+,14-,15-,16+,17+,18-,19+,21+/m0/s1
• InChI Key: MVARJRSZLKCXMI-AGQQUNIRSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₁H₃₀O₉
• Molecular Weight: 426.50 g/mol
• Exact Mass: 426.18898253 g/mol
• Topological Polar Surface Area (TPSA): 157.00 Ų
• XlogP: -1.10
• Atomic LogP (AlogP): -0.67
• H-Bond Acceptor: 8
• 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	+	0.6610	66.10%
Caco-2	-	0.8304	83.04%
Blood Brain Barrier	-	0.5000	50.00%
Human oral bioavailability	-	0.8143	81.43%
Subcellular localzation	Mitochondria	0.6175	61.75%
OATP2B1 inhibitior	-	0.8604	86.04%
OATP1B1 inhibitior	+	0.8339	83.39%
OATP1B3 inhibitior	+	0.9605	96.05%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.9500	95.00%
BSEP inhibitior	-	0.8425	84.25%
P-glycoprotein inhibitior	-	0.7720	77.20%
P-glycoprotein substrate	-	0.8051	80.51%
CYP3A4 substrate	+	0.6163	61.63%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8739	87.39%
CYP3A4 inhibition	-	0.8946	89.46%
CYP2C9 inhibition	-	0.9164	91.64%
CYP2C19 inhibition	-	0.8138	81.38%
CYP2D6 inhibition	-	0.8927	89.27%
CYP1A2 inhibition	-	0.8462	84.62%
CYP2C8 inhibition	-	0.6911	69.11%
CYP inhibitory promiscuity	-	0.9291	92.91%
UGT catelyzed	-	0.6000	60.00%
Carcinogenicity (binary)	-	0.9800	98.00%
Carcinogenicity (trinary)	Non-required	0.7789	77.89%
Eye corrosion	-	0.9836	98.36%
Eye irritation	-	0.9158	91.58%
Skin irritation	-	0.7699	76.99%
Skin corrosion	-	0.9471	94.71%
Ames mutagenesis	-	0.5628	56.28%
Human Ether-a-go-go-Related Gene inhibition	-	0.4896	48.96%
Micronuclear	-	0.7800	78.00%
Hepatotoxicity	-	0.7250	72.50%
skin sensitisation	-	0.8433	84.33%
Respiratory toxicity	+	0.5111	51.11%
Reproductive toxicity	+	0.6444	64.44%
Mitochondrial toxicity	+	0.6250	62.50%
Nephrotoxicity	+	0.5702	57.02%
Acute Oral Toxicity (c)	III	0.4255	42.55%
Estrogen receptor binding	+	0.6635	66.35%
Androgen receptor binding	+	0.5877	58.77%
Thyroid receptor binding	+	0.5265	52.65%
Glucocorticoid receptor binding	-	0.5185	51.85%
Aromatase binding	+	0.6024	60.24%
PPAR gamma	+	0.6524	65.24%
Honey bee toxicity	-	0.7339	73.39%
Biodegradation	-	0.7000	70.00%
Crustacea aquatic toxicity	-	0.7655	76.55%
Fish aquatic toxicity	+	0.8488	84.88%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL220	P22303	Acetylcholinesterase	95.68%	94.45%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	91.81%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	90.22%	96.09%
CHEMBL3137262	O60341	LSD1/CoREST complex	89.04%	97.09%
CHEMBL2581	P07339	Cathepsin D	86.93%	98.95%
CHEMBL3060	Q9Y345	Glycine transporter 2	84.51%	99.17%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	83.17%	86.92%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	83.06%	96.95%

Plants that contains it

• Pertya triloba

Cross-Links

• PubChem: 163105107
• LOTUS: LTS0143130
• wikiData: Q105172887