[3,4,5-Trihydroxy-6-(hydroxymethyl)oxan-2-yl] 2-(2-hydroxy-3,8-dimethylidene-1,2,3a,4,5,6,7,8a-octahydroazulen-5-yl)prop-2-enoate

Details

• Internal ID: d3943e33-da28-4bd2-bf63-43badc833dc2
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene glycosides
• IUPAC Name: [3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl] 2-(2-hydroxy-3,8-dimethylidene-1,2,3a,4,5,6,7,8a-octahydroazulen-5-yl)prop-2-enoate
• InChI: InChI=1S/C21H30O8/c1-9-4-5-12(6-14-11(3)15(23)7-13(9)14)10(2)20(27)29-21-19(26)18(25)17(24)16(8-22)28-21/h12-19,21-26H,1-8H2
• InChI Key: RWUGMEOHLZRWAS-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₁H₃₀O₈
• Molecular Weight: 410.50 g/mol
• Exact Mass: 410.19406791 g/mol
• Topological Polar Surface Area (TPSA): 137.00 Ų
• XlogP: 0.10
• 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	+	0.6302	63.02%
Caco-2	-	0.8132	81.32%
Blood Brain Barrier	-	0.5250	52.50%
Human oral bioavailability	-	0.6857	68.57%
Subcellular localzation	Mitochondria	0.6962	69.62%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8543	85.43%
OATP1B3 inhibitior	+	0.9559	95.59%
MATE1 inhibitior	-	0.8200	82.00%
OCT2 inhibitior	-	0.8042	80.42%
BSEP inhibitior	-	0.7027	70.27%
P-glycoprotein inhibitior	-	0.7580	75.80%
P-glycoprotein substrate	-	0.8501	85.01%
CYP3A4 substrate	+	0.6201	62.01%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8420	84.20%
CYP3A4 inhibition	-	0.9213	92.13%
CYP2C9 inhibition	-	0.8934	89.34%
CYP2C19 inhibition	-	0.7840	78.40%
CYP2D6 inhibition	-	0.8729	87.29%
CYP1A2 inhibition	-	0.7992	79.92%
CYP2C8 inhibition	-	0.5651	56.51%
CYP inhibitory promiscuity	-	0.9351	93.51%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.9800	98.00%
Carcinogenicity (trinary)	Non-required	0.7843	78.43%
Eye corrosion	-	0.9812	98.12%
Eye irritation	-	0.9024	90.24%
Skin irritation	-	0.7671	76.71%
Skin corrosion	-	0.9490	94.90%
Ames mutagenesis	-	0.6970	69.70%
Human Ether-a-go-go-Related Gene inhibition	-	0.4836	48.36%
Micronuclear	-	0.9000	90.00%
Hepatotoxicity	-	0.7944	79.44%
skin sensitisation	-	0.8421	84.21%
Respiratory toxicity	-	0.6000	60.00%
Reproductive toxicity	+	0.6667	66.67%
Mitochondrial toxicity	+	0.7000	70.00%
Nephrotoxicity	-	0.6707	67.07%
Acute Oral Toxicity (c)	III	0.4575	45.75%
Estrogen receptor binding	+	0.6877	68.77%
Androgen receptor binding	+	0.6336	63.36%
Thyroid receptor binding	+	0.5381	53.81%
Glucocorticoid receptor binding	+	0.5868	58.68%
Aromatase binding	+	0.5675	56.75%
PPAR gamma	-	0.4861	48.61%
Honey bee toxicity	-	0.7787	77.87%
Biodegradation	-	0.7000	70.00%
Crustacea aquatic toxicity	-	0.6155	61.55%
Fish aquatic toxicity	+	0.7782	77.82%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL3137262	O60341	LSD1/CoREST complex	94.27%	97.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	94.24%	91.11%
CHEMBL241	Q14432	Phosphodiesterase 3A	90.17%	92.94%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	90.00%	96.09%
CHEMBL3060	Q9Y345	Glycine transporter 2	83.86%	99.17%
CHEMBL226	P30542	Adenosine A1 receptor	83.81%	95.93%
CHEMBL1994	P08235	Mineralocorticoid receptor	83.13%	100.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	82.10%	95.56%
CHEMBL1907602	P06493	Cyclin-dependent kinase 1/cyclin B1	80.95%	91.24%
CHEMBL4005	P42336	PI3-kinase p110-alpha subunit	80.89%	97.47%
CHEMBL237	P41145	Kappa opioid receptor	80.67%	98.10%
CHEMBL1806	P11388	DNA topoisomerase II alpha	80.61%	89.00%

Plants that contains it

• Picris rhagadioloides

Cross-Links

• PubChem: 162960332
• LOTUS: LTS0052171
• wikiData: Q105246761