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

Details

• Internal ID: 0ad74392-419f-42ff-98a9-f726088dfef3
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene glycosides
• IUPAC Name: 2-[(2R,4aS,7S,8R,8aR)-8-hydroxy-4a,8-dimethyl-7-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-1,2,3,4,5,6,7,8a-octahydronaphthalen-2-yl]prop-2-enoic acid
• InChI: InChI=1S/C21H34O9/c1-10(18(26)27)11-4-6-20(2)7-5-14(21(3,28)13(20)8-11)30-19-17(25)16(24)15(23)12(9-22)29-19/h11-17,19,22-25,28H,1,4-9H2,2-3H3,(H,26,27)/t11-,12-,13-,14+,15-,16+,17-,19+,20+,21-/m1/s1
• InChI Key: VDGVSLYORGPBOK-ZNJBIABSSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₁H₃₄O₉
• Molecular Weight: 430.50 g/mol
• Exact Mass: 430.22028266 g/mol
• Topological Polar Surface Area (TPSA): 157.00 Ų
• XlogP: 0.40
• Atomic LogP (AlogP): -0.22
• 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	+	0.7353	73.53%
Caco-2	-	0.7736	77.36%
Blood Brain Barrier	-	0.6500	65.00%
Human oral bioavailability	-	0.7714	77.14%
Subcellular localzation	Mitochondria	0.8079	80.79%
OATP2B1 inhibitior	-	0.7208	72.08%
OATP1B1 inhibitior	+	0.8686	86.86%
OATP1B3 inhibitior	+	0.8353	83.53%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	0.7096	70.96%
BSEP inhibitior	-	0.6577	65.77%
P-glycoprotein inhibitior	-	0.7408	74.08%
P-glycoprotein substrate	-	0.8656	86.56%
CYP3A4 substrate	+	0.6613	66.13%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8922	89.22%
CYP3A4 inhibition	-	0.8432	84.32%
CYP2C9 inhibition	-	0.8688	86.88%
CYP2C19 inhibition	-	0.8440	84.40%
CYP2D6 inhibition	-	0.9316	93.16%
CYP1A2 inhibition	-	0.7210	72.10%
CYP2C8 inhibition	-	0.5963	59.63%
CYP inhibitory promiscuity	-	0.8941	89.41%
UGT catelyzed	-	0.7000	70.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.7502	75.02%
Eye corrosion	-	0.9903	99.03%
Eye irritation	-	0.9642	96.42%
Skin irritation	-	0.5946	59.46%
Skin corrosion	-	0.9497	94.97%
Ames mutagenesis	-	0.6007	60.07%
Human Ether-a-go-go-Related Gene inhibition	+	0.6662	66.62%
Micronuclear	-	0.8700	87.00%
Hepatotoxicity	-	0.8114	81.14%
skin sensitisation	-	0.8885	88.85%
Respiratory toxicity	-	0.5222	52.22%
Reproductive toxicity	+	0.8333	83.33%
Mitochondrial toxicity	-	0.5625	56.25%
Nephrotoxicity	-	0.5928	59.28%
Acute Oral Toxicity (c)	III	0.6205	62.05%
Estrogen receptor binding	+	0.7319	73.19%
Androgen receptor binding	+	0.5743	57.43%
Thyroid receptor binding	+	0.6473	64.73%
Glucocorticoid receptor binding	+	0.6340	63.40%
Aromatase binding	+	0.6712	67.12%
PPAR gamma	+	0.7332	73.32%
Honey bee toxicity	-	0.7759	77.59%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	-	0.6155	61.55%
Fish aquatic toxicity	+	0.9804	98.04%

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	96.46%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	94.52%	96.09%
CHEMBL253	P34972	Cannabinoid CB2 receptor	94.16%	97.25%
CHEMBL3137262	O60341	LSD1/CoREST complex	91.91%	97.09%
CHEMBL218	P21554	Cannabinoid CB1 receptor	85.00%	96.61%
CHEMBL1806	P11388	DNA topoisomerase II alpha	84.03%	89.00%
CHEMBL237	P41145	Kappa opioid receptor	82.68%	98.10%
CHEMBL5608	Q16288	NT-3 growth factor receptor	82.46%	95.89%
CHEMBL2581	P07339	Cathepsin D	81.01%	98.95%
CHEMBL5255	O00206	Toll-like receptor 4	80.91%	92.50%
CHEMBL233	P35372	Mu opioid receptor	80.72%	97.93%
CHEMBL3880	P07900	Heat shock protein HSP 90-alpha	80.13%	96.21%
CHEMBL4227	P25090	Lipoxin A4 receptor	80.03%	100.00%

Plants that contains it

• Centaurea hierapolitana

Cross-Links

• PubChem: 102595392
• LOTUS: LTS0117692
• wikiData: Q105284159