2-[4a,8-dimethyl-5-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-3,4,5,6,7,8-hexahydro-2H-naphthalen-2-yl]prop-2-enoic acid

Details

• Internal ID: 4f08a1ff-6753-43c7-838c-fd42c2e01c92
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene glycosides
• IUPAC Name: 2-[4a,8-dimethyl-5-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-3,4,5,6,7,8-hexahydro-2H-naphthalen-2-yl]prop-2-enoic acid
• SMILES (Canonical): CC1CCC(C2(C1=CC(CC2)C(=C)C(=O)O)C)OC3C(C(C(C(O3)CO)O)O)O
• SMILES (Isomeric): CC1CCC(C2(C1=CC(CC2)C(=C)C(=O)O)C)OC3C(C(C(C(O3)CO)O)O)O
• InChI: InChI=1S/C21H32O8/c1-10-4-5-15(29-20-18(25)17(24)16(23)14(9-22)28-20)21(3)7-6-12(8-13(10)21)11(2)19(26)27/h8,10,12,14-18,20,22-25H,2,4-7,9H2,1,3H3,(H,26,27)
• InChI Key: AKZZXWNFVQXXFN-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₁H₃₂O₈
• Molecular Weight: 412.50 g/mol
• Exact Mass: 412.20971797 g/mol
• Topological Polar Surface Area (TPSA): 137.00 Ų
• XlogP: 1.00
• Atomic LogP (AlogP): 0.58
• H-Bond Acceptor: 7
• H-Bond Donor: 5
• Rotatable Bonds: 5

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.7941	79.41%
Caco-2	-	0.7098	70.98%
Blood Brain Barrier	-	0.7000	70.00%
Human oral bioavailability	-	0.8286	82.86%
Subcellular localzation	Mitochondria	0.8275	82.75%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8255	82.55%
OATP1B3 inhibitior	-	0.2500	25.00%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	0.6596	65.96%
BSEP inhibitior	-	0.7442	74.42%
P-glycoprotein inhibitior	-	0.7647	76.47%
P-glycoprotein substrate	-	0.8699	86.99%
CYP3A4 substrate	+	0.6520	65.20%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8880	88.80%
CYP3A4 inhibition	-	0.8280	82.80%
CYP2C9 inhibition	-	0.8740	87.40%
CYP2C19 inhibition	-	0.8612	86.12%
CYP2D6 inhibition	-	0.9287	92.87%
CYP1A2 inhibition	-	0.7244	72.44%
CYP2C8 inhibition	+	0.4771	47.71%
CYP inhibitory promiscuity	-	0.8971	89.71%
UGT catelyzed	-	0.7000	70.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.7341	73.41%
Eye corrosion	-	0.9894	98.94%
Eye irritation	-	0.9816	98.16%
Skin irritation	-	0.5812	58.12%
Skin corrosion	-	0.9456	94.56%
Ames mutagenesis	-	0.7095	70.95%
Human Ether-a-go-go-Related Gene inhibition	-	0.3941	39.41%
Micronuclear	-	0.8300	83.00%
Hepatotoxicity	-	0.7714	77.14%
skin sensitisation	-	0.8945	89.45%
Respiratory toxicity	-	0.6444	64.44%
Reproductive toxicity	+	0.9000	90.00%
Mitochondrial toxicity	-	0.6250	62.50%
Nephrotoxicity	-	0.7234	72.34%
Acute Oral Toxicity (c)	III	0.6819	68.19%
Estrogen receptor binding	+	0.6737	67.37%
Androgen receptor binding	-	0.5632	56.32%
Thyroid receptor binding	+	0.5725	57.25%
Glucocorticoid receptor binding	+	0.5574	55.74%
Aromatase binding	+	0.6782	67.82%
PPAR gamma	+	0.6466	64.66%
Honey bee toxicity	-	0.8597	85.97%
Biodegradation	-	0.8500	85.00%
Crustacea aquatic toxicity	-	0.6755	67.55%
Fish aquatic toxicity	+	0.9825	98.25%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	98.00%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	97.22%	91.11%
CHEMBL3137262	O60341	LSD1/CoREST complex	86.60%	97.09%
CHEMBL2581	P07339	Cathepsin D	86.15%	98.95%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	86.08%	95.56%
CHEMBL218	P21554	Cannabinoid CB1 receptor	84.17%	96.61%
CHEMBL1293249	Q13887	Kruppel-like factor 5	82.78%	86.33%
CHEMBL5608	Q16288	NT-3 growth factor receptor	82.71%	95.89%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	81.97%	86.92%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	80.40%	96.00%

Plants that contains it

• Laggera crispata

Cross-Links

• PubChem: 85208647
• LOTUS: LTS0148416
• wikiData: Q104913966