[(2S,3S,4aS,5R,8aS)-5-[(E)-5-acetyloxy-3-methylpent-3-enyl]-1,1,4a,6-tetramethyl-3-[(2R,3R,4S,5R,6R)-3,4,5-triacetyloxy-6-(acetyloxymethyl)oxan-2-yl]oxy-2,3,4,5,8,8a-hexahydronaphthalen-2-yl] (Z)-2-methylbut-2-enoate

Details

• Internal ID: 4ac767fc-4b2c-4c61-8abd-fc88e6563c21
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene glycosides > Diterpene glycosides
• IUPAC Name: [(2S,3S,4aS,5R,8aS)-5-[(E)-5-acetyloxy-3-methylpent-3-enyl]-1,1,4a,6-tetramethyl-3-[(2R,3R,4S,5R,6R)-3,4,5-triacetyloxy-6-(acetyloxymethyl)oxan-2-yl]oxy-2,3,4,5,8,8a-hexahydronaphthalen-2-yl] (Z)-2-methylbut-2-enoate
• SMILES (Canonical): CC=C(C)C(=O)OC1C(CC2(C(C1(C)C)CC=C(C2CCC(=CCOC(=O)C)C)C)C)OC3C(C(C(C(O3)COC(=O)C)OC(=O)C)OC(=O)C)OC(=O)C
• SMILES (Isomeric): C/C=C(/C)\C(=O)O[C@@H]1[C@H](C[C@@]2([C@@H](C1(C)C)CC=C([C@H]2CC/C(=C/COC(=O)C)/C)C)C)O[C@H]3[C@@H]([C@H]([C@@H]([C@H](O3)COC(=O)C)OC(=O)C)OC(=O)C)OC(=O)C
• InChI: InChI=1S/C41H60O14/c1-13-23(3)38(47)55-37-31(20-41(12)30(16-14-22(2)18-19-48-25(5)42)24(4)15-17-33(41)40(37,10)11)53-39-36(52-29(9)46)35(51-28(8)45)34(50-27(7)44)32(54-39)21-49-26(6)43/h13,15,18,30-37,39H,14,16-17,19-21H2,1-12H3/b22-18+,23-13-/t30-,31+,32-,33-,34-,35+,36-,37-,39-,41+/m1/s1
• InChI Key: ZRBUZSLHKGFAPO-LHOYWPMNSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₄₁H₆₀O₁₄
• Molecular Weight: 776.90 g/mol
• Exact Mass: 776.39830658 g/mol
• Topological Polar Surface Area (TPSA): 176.00 Ų
• XlogP: 5.80
• Atomic LogP (AlogP): 5.64
• H-Bond Acceptor: 14
• H-Bond Donor: 0
• Rotatable Bonds: 14

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9669	96.69%
Caco-2	-	0.8334	83.34%
Blood Brain Barrier	+	0.7250	72.50%
Human oral bioavailability	-	0.7857	78.57%
Subcellular localzation	Mitochondria	0.8281	82.81%
OATP2B1 inhibitior	-	0.7103	71.03%
OATP1B1 inhibitior	+	0.8108	81.08%
OATP1B3 inhibitior	+	0.8835	88.35%
MATE1 inhibitior	-	0.6600	66.00%
OCT2 inhibitior	-	0.6250	62.50%
BSEP inhibitior	+	0.9906	99.06%
P-glycoprotein inhibitior	+	0.8504	85.04%
P-glycoprotein substrate	-	0.6081	60.81%
CYP3A4 substrate	+	0.7144	71.44%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.9031	90.31%
CYP3A4 inhibition	-	0.9022	90.22%
CYP2C9 inhibition	-	0.8742	87.42%
CYP2C19 inhibition	-	0.7717	77.17%
CYP2D6 inhibition	-	0.9459	94.59%
CYP1A2 inhibition	-	0.7342	73.42%
CYP2C8 inhibition	+	0.6448	64.48%
CYP inhibitory promiscuity	-	0.8539	85.39%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9500	95.00%
Carcinogenicity (trinary)	Non-required	0.6131	61.31%
Eye corrosion	-	0.9875	98.75%
Eye irritation	-	0.9103	91.03%
Skin irritation	-	0.6663	66.63%
Skin corrosion	-	0.9535	95.35%
Ames mutagenesis	-	0.6200	62.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4353	43.53%
Micronuclear	-	0.7200	72.00%
Hepatotoxicity	-	0.6028	60.28%
skin sensitisation	-	0.8109	81.09%
Respiratory toxicity	+	0.6000	60.00%
Reproductive toxicity	+	0.8000	80.00%
Mitochondrial toxicity	-	0.5125	51.25%
Nephrotoxicity	-	0.5712	57.12%
Acute Oral Toxicity (c)	III	0.5474	54.74%
Estrogen receptor binding	+	0.8061	80.61%
Androgen receptor binding	+	0.6579	65.79%
Thyroid receptor binding	+	0.5147	51.47%
Glucocorticoid receptor binding	+	0.8225	82.25%
Aromatase binding	+	0.6834	68.34%
PPAR gamma	+	0.7850	78.50%
Honey bee toxicity	-	0.6935	69.35%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	-	0.5000	50.00%
Fish aquatic toxicity	+	0.9881	98.81%

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	97.25%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	96.91%	91.11%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	95.53%	94.45%
CHEMBL3401	O75469	Pregnane X receptor	92.89%	94.73%
CHEMBL253	P34972	Cannabinoid CB2 receptor	89.70%	97.25%
CHEMBL5255	O00206	Toll-like receptor 4	89.34%	92.50%
CHEMBL3807	P17706	T-cell protein-tyrosine phosphatase	87.68%	93.00%
CHEMBL3137262	O60341	LSD1/CoREST complex	87.16%	97.09%
CHEMBL5608	Q16288	NT-3 growth factor receptor	86.66%	95.89%
CHEMBL1293249	Q13887	Kruppel-like factor 5	86.63%	86.33%
CHEMBL1994	P08235	Mineralocorticoid receptor	86.05%	100.00%
CHEMBL221	P23219	Cyclooxygenase-1	85.86%	90.17%
CHEMBL3060	Q9Y345	Glycine transporter 2	84.68%	99.17%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	83.33%	95.56%
CHEMBL340	P08684	Cytochrome P450 3A4	82.89%	91.19%
CHEMBL3475	P05121	Plasminogen activator inhibitor-1	81.73%	83.00%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	81.17%	91.07%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	80.07%	95.50%

Plants that contains it

• Gymnosperma glutinosum

Cross-Links

• PubChem: 162899286
• LOTUS: LTS0212648
• wikiData: Q105381876