[(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] acetate

Details

• Internal ID: 6092a539-7298-4a61-b252-0453ba4fa156
• 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] acetate
• SMILES (Canonical): CC1CCC2C1C3C(C3(C)C)CCC2(C)OC4C(C(C(C(O4)C)O)O)OC(=O)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
• InChI: InChI=1S/C23H38O6/c1-11-7-8-14-16(11)17-15(22(17,4)5)9-10-23(14,6)29-21-20(28-13(3)24)19(26)18(25)12(2)27-21/h11-12,14-21,25-26H,7-10H2,1-6H3/t11-,12-,14+,15-,16-,17-,18+,19+,20-,21+,23-/m1/s1
• InChI Key: DBBCQBMDBQFIDJ-KZAVYAKWSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₃H₃₈O₆
• Molecular Weight: 410.50 g/mol
• Exact Mass: 410.26683893 g/mol
• Topological Polar Surface Area (TPSA): 85.20 Ų
• XlogP: 3.20
• Atomic LogP (AlogP): 2.89
• H-Bond Acceptor: 6
• H-Bond Donor: 2
• Rotatable Bonds: 3

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.8875	88.75%
Caco-2	-	0.7297	72.97%
Blood Brain Barrier	-	0.5250	52.50%
Human oral bioavailability	-	0.6714	67.14%
Subcellular localzation	Mitochondria	0.7046	70.46%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8725	87.25%
OATP1B3 inhibitior	+	0.9618	96.18%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	0.9000	90.00%
BSEP inhibitior	-	0.6185	61.85%
P-glycoprotein inhibitior	-	0.6538	65.38%
P-glycoprotein substrate	-	0.8127	81.27%
CYP3A4 substrate	+	0.7076	70.76%
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	-	0.5734	57.34%
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	-	0.9286	92.86%
Skin irritation	-	0.5885	58.85%
Skin corrosion	-	0.8966	89.66%
Ames mutagenesis	-	0.6553	65.53%
Human Ether-a-go-go-Related Gene inhibition	-	0.5993	59.93%
Micronuclear	-	0.7700	77.00%
Hepatotoxicity	-	0.5750	57.50%
skin sensitisation	-	0.7967	79.67%
Respiratory toxicity	+	0.5444	54.44%
Reproductive toxicity	+	0.6222	62.22%
Mitochondrial toxicity	+	0.6250	62.50%
Nephrotoxicity	+	0.4501	45.01%
Acute Oral Toxicity (c)	III	0.3904	39.04%
Estrogen receptor binding	+	0.7767	77.67%
Androgen receptor binding	+	0.5357	53.57%
Thyroid receptor binding	+	0.6389	63.89%
Glucocorticoid receptor binding	+	0.5675	56.75%
Aromatase binding	+	0.6343	63.43%
PPAR gamma	+	0.6534	65.34%
Honey bee toxicity	-	0.6038	60.38%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	+	0.5845	58.45%
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
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	97.71%	96.09%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	97.28%	96.77%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	94.26%	91.11%
CHEMBL340	P08684	Cytochrome P450 3A4	92.38%	91.19%
CHEMBL4681	P42330	Aldo-keto-reductase family 1 member C3	89.72%	89.05%
CHEMBL4685	P14902	Indoleamine 2,3-dioxygenase	89.33%	96.38%
CHEMBL1293249	Q13887	Kruppel-like factor 5	88.59%	86.33%
CHEMBL1994	P08235	Mineralocorticoid receptor	87.36%	100.00%
CHEMBL5255	O00206	Toll-like receptor 4	86.09%	92.50%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	85.43%	95.89%
CHEMBL226	P30542	Adenosine A1 receptor	85.19%	95.93%
CHEMBL1806	P11388	DNA topoisomerase II alpha	82.74%	89.00%
CHEMBL4481	P35228	Nitric oxide synthase, inducible	81.31%	94.80%
CHEMBL3137262	O60341	LSD1/CoREST complex	80.83%	97.09%
CHEMBL1907601	P11802	Cyclin-dependent kinase 4/cyclin D1	80.54%	98.99%
CHEMBL5608	Q16288	NT-3 growth factor receptor	80.47%	95.89%
CHEMBL2581	P07339	Cathepsin D	80.01%	98.95%

Plants that contains it

• Calendula arvensis

Cross-Links

• PubChem: 44567054
• LOTUS: LTS0005946
• wikiData: Q104974204