Perilloside B

Details

• Internal ID: 9b36d692-5ba8-4957-89a3-c27ec0becb68
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene glycosides
• IUPAC Name: [3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl] 4-prop-1-en-2-ylcyclohexene-1-carboxylate
• InChI: InChI=1S/C16H24O7/c1-8(2)9-3-5-10(6-4-9)15(21)23-16-14(20)13(19)12(18)11(7-17)22-16/h5,9,11-14,16-20H,1,3-4,6-7H2,2H3
• InChI Key: CDSQRAACZGXZNE-UHFFFAOYSA-N
• Popularity: 4 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₆H₂₄O₇
• Molecular Weight: 328.36 g/mol
• Exact Mass: 328.15220310 g/mol
• Topological Polar Surface Area (TPSA): 116.00 Ų
• XlogP: 0.90
• Atomic LogP (AlogP): -0.37
• H-Bond Acceptor: 7
• H-Bond Donor: 4
• Rotatable Bonds: 4

Synonyms

• CHEBI:168174
• [3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl] 4-prop-1-en-2-ylcyclohexene-1-carboxylate

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.5748	57.48%
Caco-2	-	0.8022	80.22%
Blood Brain Barrier	-	0.6000	60.00%
Human oral bioavailability	-	0.7571	75.71%
Subcellular localzation	Mitochondria	0.8736	87.36%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8914	89.14%
OATP1B3 inhibitior	+	0.9245	92.45%
MATE1 inhibitior	-	0.8200	82.00%
OCT2 inhibitior	-	0.6500	65.00%
BSEP inhibitior	-	0.8118	81.18%
P-glycoprotein inhibitior	-	0.9087	90.87%
P-glycoprotein substrate	-	0.9097	90.97%
CYP3A4 substrate	+	0.5682	56.82%
CYP2C9 substrate	-	0.6003	60.03%
CYP2D6 substrate	-	0.8744	87.44%
CYP3A4 inhibition	-	0.8814	88.14%
CYP2C9 inhibition	-	0.8576	85.76%
CYP2C19 inhibition	-	0.7686	76.86%
CYP2D6 inhibition	-	0.8925	89.25%
CYP1A2 inhibition	-	0.8013	80.13%
CYP2C8 inhibition	-	0.7736	77.36%
CYP inhibitory promiscuity	-	0.8457	84.57%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.8001	80.01%
Eye corrosion	-	0.9874	98.74%
Eye irritation	-	0.9752	97.52%
Skin irritation	-	0.7448	74.48%
Skin corrosion	-	0.9565	95.65%
Ames mutagenesis	-	0.8870	88.70%
Human Ether-a-go-go-Related Gene inhibition	-	0.6218	62.18%
Micronuclear	-	0.9100	91.00%
Hepatotoxicity	-	0.7319	73.19%
skin sensitisation	-	0.8384	83.84%
Respiratory toxicity	-	0.7000	70.00%
Reproductive toxicity	+	0.5556	55.56%
Mitochondrial toxicity	-	0.6375	63.75%
Nephrotoxicity	-	0.6698	66.98%
Acute Oral Toxicity (c)	III	0.5849	58.49%
Estrogen receptor binding	-	0.5464	54.64%
Androgen receptor binding	-	0.6361	63.61%
Thyroid receptor binding	-	0.6834	68.34%
Glucocorticoid receptor binding	-	0.4647	46.47%
Aromatase binding	-	0.6079	60.79%
PPAR gamma	+	0.6332	63.32%
Honey bee toxicity	-	0.8679	86.79%
Biodegradation	-	0.5250	52.50%
Crustacea aquatic toxicity	-	0.7000	70.00%
Fish aquatic toxicity	+	0.9468	94.68%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL4040	P28482	MAP kinase ERK2	98.86%	83.82%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	98.08%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	97.92%	96.09%
CHEMBL2581	P07339	Cathepsin D	92.65%	98.95%
CHEMBL253	P34972	Cannabinoid CB2 receptor	87.76%	97.25%
CHEMBL3401	O75469	Pregnane X receptor	87.30%	94.73%
CHEMBL3137262	O60341	LSD1/CoREST complex	85.32%	97.09%
CHEMBL5255	O00206	Toll-like receptor 4	85.26%	92.50%
CHEMBL3060	Q9Y345	Glycine transporter 2	84.71%	99.17%
CHEMBL218	P21554	Cannabinoid CB1 receptor	83.33%	96.61%
CHEMBL1994	P08235	Mineralocorticoid receptor	82.91%	100.00%
CHEMBL5608	Q16288	NT-3 growth factor receptor	82.08%	95.89%
CHEMBL1806	P11388	DNA topoisomerase II alpha	81.99%	89.00%

Plants that contains it

• Perilla frutescens

Cross-Links

• PubChem: 73815069
• LOTUS: LTS0140700
• wikiData: Q104955150