[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl] 2-[(5R,8S,8aS)-3,8-dimethyl-2-oxo-4,5,6,7,8,8a-hexahydro-1H-azulen-5-yl]prop-2-enoate

Details

• Internal ID: c9a0c28b-a97b-40b2-8164-649fd120843d
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene glycosides
• IUPAC Name: [(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl] 2-[(5R,8S,8aS)-3,8-dimethyl-2-oxo-4,5,6,7,8,8a-hexahydro-1H-azulen-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/h9,12-13,16-19,21-22,24-26H,2,4-8H2,1,3H3/t9-,12+,13-,16+,17+,18-,19+,21-/m0/s1
• InChI Key: WGTPPFZNEIDERF-DLYIZJFUSA-N
• Popularity: 2 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): 134.00 Ų
• XlogP: 0.60
• Atomic LogP (AlogP): 0.23
• 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	+	0.7500	75.00%
Caco-2	-	0.7259	72.59%
Blood Brain Barrier	-	0.5000	50.00%
Human oral bioavailability	-	0.6000	60.00%
Subcellular localzation	Mitochondria	0.8142	81.42%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8628	86.28%
OATP1B3 inhibitior	+	0.9245	92.45%
MATE1 inhibitior	-	0.8600	86.00%
OCT2 inhibitior	-	0.7000	70.00%
BSEP inhibitior	-	0.9402	94.02%
P-glycoprotein inhibitior	-	0.7313	73.13%
P-glycoprotein substrate	-	0.8029	80.29%
CYP3A4 substrate	+	0.6055	60.55%
CYP2C9 substrate	-	0.7962	79.62%
CYP2D6 substrate	-	0.8843	88.43%
CYP3A4 inhibition	-	0.7667	76.67%
CYP2C9 inhibition	-	0.8051	80.51%
CYP2C19 inhibition	-	0.8193	81.93%
CYP2D6 inhibition	-	0.9141	91.41%
CYP1A2 inhibition	-	0.6216	62.16%
CYP2C8 inhibition	-	0.6398	63.98%
CYP inhibitory promiscuity	-	0.9257	92.57%
UGT catelyzed	-	0.6000	60.00%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Non-required	0.7794	77.94%
Eye corrosion	-	0.9860	98.60%
Eye irritation	-	0.9548	95.48%
Skin irritation	-	0.6406	64.06%
Skin corrosion	-	0.9417	94.17%
Ames mutagenesis	-	0.7224	72.24%
Human Ether-a-go-go-Related Gene inhibition	-	0.7169	71.69%
Micronuclear	-	0.8500	85.00%
Hepatotoxicity	-	0.6625	66.25%
skin sensitisation	-	0.8940	89.40%
Respiratory toxicity	-	0.5889	58.89%
Reproductive toxicity	+	0.7222	72.22%
Mitochondrial toxicity	+	0.6000	60.00%
Nephrotoxicity	-	0.6787	67.87%
Acute Oral Toxicity (c)	III	0.4797	47.97%
Estrogen receptor binding	+	0.6621	66.21%
Androgen receptor binding	+	0.5932	59.32%
Thyroid receptor binding	-	0.6403	64.03%
Glucocorticoid receptor binding	+	0.5709	57.09%
Aromatase binding	+	0.5862	58.62%
PPAR gamma	-	0.5560	55.60%
Honey bee toxicity	-	0.8500	85.00%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	-	0.6650	66.50%
Fish aquatic toxicity	+	0.9829	98.29%

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	96.57%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	95.61%	96.09%
CHEMBL2581	P07339	Cathepsin D	92.45%	98.95%
CHEMBL3137262	O60341	LSD1/CoREST complex	91.04%	97.09%
CHEMBL4481	P35228	Nitric oxide synthase, inducible	88.14%	94.80%
CHEMBL5255	O00206	Toll-like receptor 4	85.03%	92.50%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	84.66%	95.56%
CHEMBL226	P30542	Adenosine A1 receptor	83.82%	95.93%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	83.34%	99.23%
CHEMBL4040	P28482	MAP kinase ERK2	82.60%	83.82%
CHEMBL3060	Q9Y345	Glycine transporter 2	81.84%	99.17%
CHEMBL1806	P11388	DNA topoisomerase II alpha	81.64%	89.00%

Plants that contains it

• Artemisia rupestris

Cross-Links

• PubChem: 118710990
• LOTUS: LTS0126531
• wikiData: Q105304925