beta-D-Galactopyranoside, decahydro-1,1,4,7-tetramethyl-1H-cycloprop[e]azulen-4-yl 6-deoxy-, 2-(2-methylpropanoate), [1aR-(1aalpha,4alpha,4abeta,7alpha,7abeta,7balpha)]-

Details

• Internal ID: 4afef110-0307-41de-bc81-15c454ae5be8
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene glycosides
• IUPAC Name: [(2S,3R,4S,5R,6R)-2-[[(1aR,4R,4aS,7R,7aS,7bS)-1,1,4,7-tetramethyl-2,3,4a,5,6,7,7a,7b-octahydro-1aH-cyclopropa[e]azulen-4-yl]oxy]-4,5-dihydroxy-6-methyloxan-3-yl] 2-methylpropanoate
• SMILES (Canonical): CC1CCC2C1C3C(C3(C)C)CCC2(C)OC4C(C(C(C(O4)C)O)O)OC(=O)C(C)C
• SMILES (Isomeric): C[C@@H]1CC[C@H]2[C@@H]1[C@H]3[C@H](C3(C)C)CC[C@@]2(C)O[C@H]4[C@@H]([C@H]([C@H]([C@H](O4)C)O)O)OC(=O)C(C)C
• InChI: InChI=1S/C25H42O6/c1-12(2)22(28)30-21-20(27)19(26)14(4)29-23(21)31-25(7)11-10-16-18(24(16,5)6)17-13(3)8-9-15(17)25/h12-21,23,26-27H,8-11H2,1-7H3/t13-,14-,15+,16-,17-,18-,19+,20+,21-,23+,25-/m1/s1
• InChI Key: KYBCKZPKDGOQLN-PHSVILLSSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₂₅H₄₂O₆
• Molecular Weight: 438.60 g/mol
• Exact Mass: 438.29813906 g/mol
• Topological Polar Surface Area (TPSA): 85.20 Ų
• XlogP: 4.30
• Atomic LogP (AlogP): 3.52
• H-Bond Acceptor: 6
• H-Bond Donor: 2
• Rotatable Bonds: 4

Synonyms

• DTXSID701100783
• 132362-44-8
• beta-D-Galactopyranoside, decahydro-1,1,4,7-tetramethyl-1H-cycloprop[e]azulen-4-yl 6-deoxy-, 2-(2-methylpropanoate), [1aR-(1aalpha,4alpha,4abeta,7alpha,7abeta,7balpha)]-

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.8875	88.75%
Caco-2	-	0.7218	72.18%
Blood Brain Barrier	-	0.5250	52.50%
Human oral bioavailability	-	0.6714	67.14%
Subcellular localzation	Mitochondria	0.7046	70.46%
OATP2B1 inhibitior	-	0.8616	86.16%
OATP1B1 inhibitior	+	0.8735	87.35%
OATP1B3 inhibitior	+	0.9618	96.18%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	0.9000	90.00%
BSEP inhibitior	-	0.6254	62.54%
P-glycoprotein inhibitior	-	0.5777	57.77%
P-glycoprotein substrate	-	0.7787	77.87%
CYP3A4 substrate	+	0.6989	69.89%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8806	88.06%
CYP3A4 inhibition	-	0.8875	88.75%
CYP2C9 inhibition	-	0.8419	84.19%
CYP2C19 inhibition	-	0.7942	79.42%
CYP2D6 inhibition	-	0.9553	95.53%
CYP1A2 inhibition	-	0.5994	59.94%
CYP2C8 inhibition	-	0.5756	57.56%
CYP inhibitory promiscuity	-	0.9856	98.56%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9500	95.00%
Carcinogenicity (trinary)	Non-required	0.7089	70.89%
Eye corrosion	-	0.9856	98.56%
Eye irritation	-	0.9139	91.39%
Skin irritation	-	0.5885	58.85%
Skin corrosion	-	0.8966	89.66%
Ames mutagenesis	-	0.6653	66.53%
Human Ether-a-go-go-Related Gene inhibition	-	0.6417	64.17%
Micronuclear	-	0.7700	77.00%
Hepatotoxicity	-	0.5058	50.58%
skin sensitisation	-	0.7967	79.67%
Respiratory toxicity	+	0.6222	62.22%
Reproductive toxicity	+	0.6222	62.22%
Mitochondrial toxicity	+	0.6250	62.50%
Nephrotoxicity	-	0.7005	70.05%
Acute Oral Toxicity (c)	III	0.3904	39.04%
Estrogen receptor binding	+	0.8098	80.98%
Androgen receptor binding	+	0.5811	58.11%
Thyroid receptor binding	+	0.6279	62.79%
Glucocorticoid receptor binding	+	0.6033	60.33%
Aromatase binding	+	0.6478	64.78%
PPAR gamma	+	0.6856	68.56%
Honey bee toxicity	-	0.5833	58.33%
Biodegradation	-	0.7500	75.00%
Crustacea aquatic toxicity	+	0.5545	55.45%
Fish aquatic toxicity	+	0.9248	92.48%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	98.35%	96.77%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	98.07%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	94.91%	91.11%
CHEMBL4685	P14902	Indoleamine 2,3-dioxygenase	94.22%	96.38%
CHEMBL4681	P42330	Aldo-keto-reductase family 1 member C3	92.89%	89.05%
CHEMBL340	P08684	Cytochrome P450 3A4	92.30%	91.19%
CHEMBL221	P23219	Cyclooxygenase-1	90.87%	90.17%
CHEMBL253	P34972	Cannabinoid CB2 receptor	90.62%	97.25%
CHEMBL3267	P48736	PI3-kinase p110-gamma subunit	89.40%	95.71%
CHEMBL218	P21554	Cannabinoid CB1 receptor	89.30%	96.61%
CHEMBL3137262	O60341	LSD1/CoREST complex	89.28%	97.09%
CHEMBL226	P30542	Adenosine A1 receptor	87.05%	95.93%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	86.48%	92.62%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	86.32%	95.89%
CHEMBL3145	P42338	PI3-kinase p110-beta subunit	86.06%	98.75%
CHEMBL1293249	Q13887	Kruppel-like factor 5	85.65%	86.33%
CHEMBL5255	O00206	Toll-like receptor 4	85.58%	92.50%
CHEMBL1994	P08235	Mineralocorticoid receptor	84.64%	100.00%
CHEMBL3130	O00329	PI3-kinase p110-delta subunit	84.30%	96.47%
CHEMBL1163125	O60885	Bromodomain-containing protein 4	83.75%	97.31%
CHEMBL3880	P07900	Heat shock protein HSP 90-alpha	83.55%	96.21%
CHEMBL1806	P11388	DNA topoisomerase II alpha	82.95%	89.00%
CHEMBL2581	P07339	Cathepsin D	82.85%	98.95%
CHEMBL5608	Q16288	NT-3 growth factor receptor	82.57%	95.89%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	82.25%	94.45%
CHEMBL3714130	P46095	G-protein coupled receptor 6	82.04%	97.36%
CHEMBL4481	P35228	Nitric oxide synthase, inducible	82.00%	94.80%
CHEMBL204	P00734	Thrombin	81.89%	96.01%
CHEMBL3475	P05121	Plasminogen activator inhibitor-1	81.16%	83.00%

Plants that contains it

• Calendula arvensis

Cross-Links

• PubChem: 44567062
• LOTUS: LTS0032022
• wikiData: Q105147627