[5-(5-Hydroxy-3-methylpentyl)-1,1,4a,6-tetramethyl-3-(3,4,5-trihydroxy-6-methyloxan-2-yl)oxy-2,3,4,5,8,8a-hexahydronaphthalen-2-yl] 2-methylbut-2-enoate

Details

• Internal ID: 5a31179c-45cb-458b-b637-c68cab56e143
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene glycosides > Diterpene glycosides
• IUPAC Name: [5-(5-hydroxy-3-methylpentyl)-1,1,4a,6-tetramethyl-3-(3,4,5-trihydroxy-6-methyloxan-2-yl)oxy-2,3,4,5,8,8a-hexahydronaphthalen-2-yl] 2-methylbut-2-enoate
• SMILES (Canonical): CC=C(C)C(=O)OC1C(CC2(C(C1(C)C)CC=C(C2CCC(C)CCO)C)C)OC3C(C(C(C(O3)C)O)O)O
• SMILES (Isomeric): CC=C(C)C(=O)OC1C(CC2(C(C1(C)C)CC=C(C2CCC(C)CCO)C)C)OC3C(C(C(C(O3)C)O)O)O
• InChI: InChI=1S/C31H52O8/c1-9-18(3)28(36)39-27-22(38-29-26(35)25(34)24(33)20(5)37-29)16-31(8)21(12-10-17(2)14-15-32)19(4)11-13-23(31)30(27,6)7/h9,11,17,20-27,29,32-35H,10,12-16H2,1-8H3
• InChI Key: FNUPLDIMPRTXRI-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₁H₅₂O₈
• Molecular Weight: 552.70 g/mol
• Exact Mass: 552.36621861 g/mol
• Topological Polar Surface Area (TPSA): 126.00 Ų
• XlogP: 4.30
• Atomic LogP (AlogP): 3.89
• H-Bond Acceptor: 8
• H-Bond Donor: 4
• Rotatable Bonds: 9

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.8085	80.85%
Caco-2	-	0.7676	76.76%
Blood Brain Barrier	-	0.5750	57.50%
Human oral bioavailability	-	0.8429	84.29%
Subcellular localzation	Mitochondria	0.8077	80.77%
OATP2B1 inhibitior	-	0.8613	86.13%
OATP1B1 inhibitior	+	0.8514	85.14%
OATP1B3 inhibitior	-	0.2241	22.41%
MATE1 inhibitior	-	0.9212	92.12%
OCT2 inhibitior	-	0.6542	65.42%
BSEP inhibitior	+	0.7782	77.82%
P-glycoprotein inhibitior	+	0.6790	67.90%
P-glycoprotein substrate	+	0.5305	53.05%
CYP3A4 substrate	+	0.6889	68.89%
CYP2C9 substrate	-	0.8033	80.33%
CYP2D6 substrate	-	0.8830	88.30%
CYP3A4 inhibition	-	0.8311	83.11%
CYP2C9 inhibition	-	0.8529	85.29%
CYP2C19 inhibition	-	0.8680	86.80%
CYP2D6 inhibition	-	0.9267	92.67%
CYP1A2 inhibition	-	0.7283	72.83%
CYP2C8 inhibition	+	0.4453	44.53%
CYP inhibitory promiscuity	-	0.9251	92.51%
UGT catelyzed	-	0.7000	70.00%
Carcinogenicity (binary)	-	1.0000	100.00%
Carcinogenicity (trinary)	Non-required	0.7116	71.16%
Eye corrosion	-	0.9914	99.14%
Eye irritation	-	0.9379	93.79%
Skin irritation	-	0.5331	53.31%
Skin corrosion	-	0.9526	95.26%
Ames mutagenesis	-	0.6370	63.70%
Human Ether-a-go-go-Related Gene inhibition	+	0.7124	71.24%
Micronuclear	-	0.8500	85.00%
Hepatotoxicity	-	0.7025	70.25%
skin sensitisation	-	0.8633	86.33%
Respiratory toxicity	-	0.5222	52.22%
Reproductive toxicity	+	0.8556	85.56%
Mitochondrial toxicity	+	0.6000	60.00%
Nephrotoxicity	-	0.6857	68.57%
Acute Oral Toxicity (c)	III	0.7510	75.10%
Estrogen receptor binding	+	0.6983	69.83%
Androgen receptor binding	+	0.5379	53.79%
Thyroid receptor binding	-	0.5608	56.08%
Glucocorticoid receptor binding	+	0.7001	70.01%
Aromatase binding	+	0.6893	68.93%
PPAR gamma	+	0.6491	64.91%
Honey bee toxicity	-	0.6633	66.33%
Biodegradation	-	0.6750	67.50%
Crustacea aquatic toxicity	-	0.6100	61.00%
Fish aquatic toxicity	+	0.9471	94.71%

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	98.16%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	97.18%	96.09%
CHEMBL221	P23219	Cyclooxygenase-1	95.75%	90.17%
CHEMBL3714130	P46095	G-protein coupled receptor 6	92.55%	97.36%
CHEMBL3401	O75469	Pregnane X receptor	91.90%	94.73%
CHEMBL2581	P07339	Cathepsin D	91.70%	98.95%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	91.70%	94.45%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	89.58%	95.89%
CHEMBL1293249	Q13887	Kruppel-like factor 5	89.18%	86.33%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	88.65%	95.56%
CHEMBL5608	Q16288	NT-3 growth factor receptor	88.31%	95.89%
CHEMBL3130	O00329	PI3-kinase p110-delta subunit	88.27%	96.47%
CHEMBL3060	Q9Y345	Glycine transporter 2	87.60%	99.17%
CHEMBL1994	P08235	Mineralocorticoid receptor	86.91%	100.00%
CHEMBL253	P34972	Cannabinoid CB2 receptor	86.87%	97.25%
CHEMBL3359	P21462	Formyl peptide receptor 1	86.72%	93.56%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	86.04%	91.07%
CHEMBL3137262	O60341	LSD1/CoREST complex	84.80%	97.09%
CHEMBL1806	P11388	DNA topoisomerase II alpha	84.58%	89.00%
CHEMBL3807	P17706	T-cell protein-tyrosine phosphatase	82.33%	93.00%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	81.75%	90.71%
CHEMBL1907602	P06493	Cyclin-dependent kinase 1/cyclin B1	81.05%	91.24%

Plants that contains it

• Gymnosperma glutinosum

Cross-Links

• PubChem: 163016754
• LOTUS: LTS0219776
• wikiData: Q104998532