[4,5-dihydroxy-6-methyl-2-[(1,1,4,7-tetramethyl-2,3,4a,5,6,7,7a,7b-octahydro-1aH-cyclopropa[e]azulen-4-yl)oxy]oxan-3-yl] 2-methylbutanoate

Details

• Internal ID: a94da1a1-dc0c-49f4-8871-034292bcff30
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene glycosides
• IUPAC Name: [4,5-dihydroxy-6-methyl-2-[(1,1,4,7-tetramethyl-2,3,4a,5,6,7,7a,7b-octahydro-1aH-cyclopropa[e]azulen-4-yl)oxy]oxan-3-yl] 2-methylbutanoate
• SMILES (Canonical): CCC(C)C(=O)OC1C(C(C(OC1OC2(CCC3C(C3(C)C)C4C2CCC4C)C)C)O)O
• SMILES (Isomeric): CCC(C)C(=O)OC1C(C(C(OC1OC2(CCC3C(C3(C)C)C4C2CCC4C)C)C)O)O
• InChI: InChI=1S/C26H44O6/c1-8-13(2)23(29)31-22-21(28)20(27)15(4)30-24(22)32-26(7)12-11-17-19(25(17,5)6)18-14(3)9-10-16(18)26/h13-22,24,27-28H,8-12H2,1-7H3
• InChI Key: WSKBKHXYHUTYKP-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₆H₄₄O₆
• Molecular Weight: 452.60 g/mol
• Exact Mass: 452.31378912 g/mol
• Topological Polar Surface Area (TPSA): 85.20 Ų
• XlogP: 4.60
• Atomic LogP (AlogP): 3.91
• H-Bond Acceptor: 6
• H-Bond Donor: 2
• Rotatable Bonds: 5

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9268	92.68%
Caco-2	-	0.6900	69.00%
Blood Brain Barrier	+	0.5250	52.50%
Human oral bioavailability	-	0.6714	67.14%
Subcellular localzation	Mitochondria	0.6186	61.86%
OATP2B1 inhibitior	-	0.7182	71.82%
OATP1B1 inhibitior	+	0.8511	85.11%
OATP1B3 inhibitior	+	0.9429	94.29%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	0.9000	90.00%
BSEP inhibitior	-	0.6558	65.58%
P-glycoprotein inhibitior	-	0.5833	58.33%
P-glycoprotein substrate	-	0.7061	70.61%
CYP3A4 substrate	+	0.6930	69.30%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8806	88.06%
CYP3A4 inhibition	-	0.8238	82.38%
CYP2C9 inhibition	-	0.7707	77.07%
CYP2C19 inhibition	-	0.7248	72.48%
CYP2D6 inhibition	-	0.9470	94.70%
CYP1A2 inhibition	-	0.6990	69.90%
CYP2C8 inhibition	+	0.4859	48.59%
CYP inhibitory promiscuity	-	0.9609	96.09%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Non-required	0.7280	72.80%
Eye corrosion	-	0.9869	98.69%
Eye irritation	-	0.9359	93.59%
Skin irritation	-	0.6464	64.64%
Skin corrosion	-	0.9211	92.11%
Ames mutagenesis	-	0.7070	70.70%
Human Ether-a-go-go-Related Gene inhibition	-	0.6410	64.10%
Micronuclear	-	0.7400	74.00%
Hepatotoxicity	+	0.5467	54.67%
skin sensitisation	-	0.7865	78.65%
Respiratory toxicity	+	0.6556	65.56%
Reproductive toxicity	+	0.6444	64.44%
Mitochondrial toxicity	+	0.6250	62.50%
Nephrotoxicity	-	0.8582	85.82%
Acute Oral Toxicity (c)	III	0.4443	44.43%
Estrogen receptor binding	+	0.8100	81.00%
Androgen receptor binding	+	0.5850	58.50%
Thyroid receptor binding	+	0.5615	56.15%
Glucocorticoid receptor binding	+	0.6711	67.11%
Aromatase binding	+	0.7047	70.47%
PPAR gamma	+	0.6293	62.93%
Honey bee toxicity	-	0.6858	68.58%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	+	0.5145	51.45%
Fish aquatic toxicity	+	0.9530	95.30%

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	99.10%	96.09%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	97.81%	96.77%
CHEMBL4685	P14902	Indoleamine 2,3-dioxygenase	96.83%	96.38%
CHEMBL226	P30542	Adenosine A1 receptor	95.96%	95.93%
CHEMBL253	P34972	Cannabinoid CB2 receptor	95.71%	97.25%
CHEMBL218	P21554	Cannabinoid CB1 receptor	95.48%	96.61%
CHEMBL221	P23219	Cyclooxygenase-1	94.73%	90.17%
CHEMBL4681	P42330	Aldo-keto-reductase family 1 member C3	92.53%	89.05%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	91.51%	91.11%
CHEMBL2581	P07339	Cathepsin D	90.68%	98.95%
CHEMBL3137262	O60341	LSD1/CoREST complex	90.62%	97.09%
CHEMBL340	P08684	Cytochrome P450 3A4	89.15%	91.19%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	87.89%	95.89%
CHEMBL5255	O00206	Toll-like receptor 4	87.62%	92.50%
CHEMBL3145	P42338	PI3-kinase p110-beta subunit	87.30%	98.75%
CHEMBL1293249	Q13887	Kruppel-like factor 5	86.25%	86.33%
CHEMBL3267	P48736	PI3-kinase p110-gamma subunit	85.86%	95.71%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	85.55%	94.45%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	85.24%	92.62%
CHEMBL3130	O00329	PI3-kinase p110-delta subunit	85.01%	96.47%
CHEMBL1163125	O60885	Bromodomain-containing protein 4	84.90%	97.31%
CHEMBL1994	P08235	Mineralocorticoid receptor	84.05%	100.00%
CHEMBL2413	P32246	C-C chemokine receptor type 1	83.42%	89.50%
CHEMBL3880	P07900	Heat shock protein HSP 90-alpha	83.10%	96.21%
CHEMBL4227	P25090	Lipoxin A4 receptor	81.94%	100.00%
CHEMBL2095194	P08709	Coagulation factor VII/tissue factor	81.62%	99.17%
CHEMBL2345	P51812	Ribosomal protein S6 kinase alpha 3	81.05%	95.64%
CHEMBL5608	Q16288	NT-3 growth factor receptor	80.49%	95.89%
CHEMBL1806	P11388	DNA topoisomerase II alpha	80.16%	89.00%

Plants that contains it

• Calendula arvensis

Cross-Links

• PubChem: 14138838
• LOTUS: LTS0086666
• wikiData: Q105311907