[(2R,3S,4S,5R,6S)-6-[(2S,3R,4S,5R,6R)-6-[[(1S,3R,4S,4aR,8aR)-4-[(3S)-3-[(2S,3R,4R,5R,6R)-3,4-dihydroxy-6-methyl-5-[(2S,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxyoxan-2-yl]oxy-3-methylpent-4-enyl]-3,4,8,8a-tetramethyl-1,2,3,4a,5,6-hexahydronaphthalen-1-yl]oxy]-4,5-dihydroxy-2-methyloxan-3-yl]oxy-3,4,5-trihydroxyoxan-2-yl]methyl acetate

Details

• Internal ID: 1f526fec-b7cd-45df-95cd-c1f6f2871291
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene glycosides > Diterpene glycosides
• IUPAC Name: [(2R,3S,4S,5R,6S)-6-[(2S,3R,4S,5R,6R)-6-[[(1S,3R,4S,4aR,8aR)-4-[(3S)-3-[(2S,3R,4R,5R,6R)-3,4-dihydroxy-6-methyl-5-[(2S,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxyoxan-2-yl]oxy-3-methylpent-4-enyl]-3,4,8,8a-tetramethyl-1,2,3,4a,5,6-hexahydronaphthalen-1-yl]oxy]-4,5-dihydroxy-2-methyloxan-3-yl]oxy-3,4,5-trihydroxyoxan-2-yl]methyl acetate
• SMILES (Canonical): CC1CC(C2(C(C1(C)CCC(C)(C=C)OC3C(C(C(C(O3)C)OC4C(C(C(C(O4)C)O)O)O)O)O)CCC=C2C)C)OC5C(C(C(C(O5)C)OC6C(C(C(C(O6)COC(=O)C)O)O)O)O)O
• SMILES (Isomeric): C[C@@H]1C[C@@H]([C@@]2([C@@H]([C@@]1(C)CC[C@@](C)(C=C)O[C@H]3[C@@H]([C@H]([C@H]([C@H](O3)C)O[C@H]4[C@@H]([C@@H]([C@H]([C@@H](O4)C)O)O)O)O)O)CCC=C2C)C)O[C@H]5[C@@H]([C@@H]([C@H]([C@@H](O5)C)O[C@H]6[C@@H]([C@H]([C@@H]([C@H](O6)COC(=O)C)O)O)O)O)O
• InChI: InChI=1S/C46H76O20/c1-11-44(8,66-43-37(57)33(53)39(23(6)61-43)64-41-34(54)30(50)28(48)21(4)59-41)15-16-45(9)20(3)17-27(46(10)19(2)13-12-14-26(45)46)63-40-36(56)32(52)38(22(5)60-40)65-42-35(55)31(51)29(49)25(62-42)18-58-24(7)47/h11,13,20-23,25-43,48-57H,1,12,14-18H2,2-10H3/t20-,21+,22+,23-,25-,26-,27+,28+,29-,30-,31+,32+,33-,34-,35-,36-,37-,38+,39+,40+,41+,42+,43+,44-,45+,46+/m1/s1
• InChI Key: YGAXNRUXTMXSJA-LDGQGHTNSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₄₆H₇₆O₂₀
• Molecular Weight: 949.10 g/mol
• Exact Mass: 948.49299481 g/mol
• Topological Polar Surface Area (TPSA): 302.00 Ų
• XlogP: -0.60
• Atomic LogP (AlogP): -0.58
• H-Bond Acceptor: 20
• H-Bond Donor: 10
• Rotatable Bonds: 14

Synonyms

• MEGxp0_001265
• ACon0_000185
• ACon1_001160
• AKOS040735577
• NCGC00169619-01
• BRD-K16297709-001-01-1
• [(2R,3S,4S,5R,6S)-6-[(2S,3R,4S,5R,6R)-6-[[(1S,3R,4S,4aR,8aR)-4-[(3S)-3-[(2S,3R,4R,5R,6R)-3,4-dihydroxy-6-methyl-5-[(2S,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxyoxan-2-yl]oxy-3-methylpent-4-enyl]-3,4,8,8a-tetramethyl-1,2,3,4a,5,6-hexahydronaphthalen-1-yl]oxy]-4,5-dihydroxy-2-methyloxan-3-yl]oxy-3,4,5-trihydroxyoxan-2-yl]methyl acetate
• 171438-32-7

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.7390	73.90%
Caco-2	-	0.8797	87.97%
Blood Brain Barrier	-	0.7000	70.00%
Human oral bioavailability	-	0.7429	74.29%
Subcellular localzation	Mitochondria	0.8117	81.17%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8391	83.91%
OATP1B3 inhibitior	-	0.2313	23.13%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	0.7276	72.76%
BSEP inhibitior	+	0.8649	86.49%
P-glycoprotein inhibitior	+	0.7479	74.79%
P-glycoprotein substrate	+	0.5204	52.04%
CYP3A4 substrate	+	0.7172	71.72%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8832	88.32%
CYP3A4 inhibition	-	0.9283	92.83%
CYP2C9 inhibition	-	0.8790	87.90%
CYP2C19 inhibition	-	0.8602	86.02%
CYP2D6 inhibition	-	0.9483	94.83%
CYP1A2 inhibition	-	0.8044	80.44%
CYP2C8 inhibition	+	0.7033	70.33%
CYP inhibitory promiscuity	-	0.9225	92.25%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.7026	70.26%
Eye corrosion	-	0.9902	99.02%
Eye irritation	-	0.9037	90.37%
Skin irritation	+	0.5000	50.00%
Skin corrosion	-	0.9485	94.85%
Ames mutagenesis	-	0.6200	62.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7507	75.07%
Micronuclear	-	0.8900	89.00%
Hepatotoxicity	-	0.6750	67.50%
skin sensitisation	-	0.8875	88.75%
Respiratory toxicity	-	0.6111	61.11%
Reproductive toxicity	+	0.8111	81.11%
Mitochondrial toxicity	-	0.5875	58.75%
Nephrotoxicity	-	0.7861	78.61%
Acute Oral Toxicity (c)	III	0.5779	57.79%
Estrogen receptor binding	+	0.8037	80.37%
Androgen receptor binding	+	0.6647	66.47%
Thyroid receptor binding	+	0.5445	54.45%
Glucocorticoid receptor binding	+	0.7576	75.76%
Aromatase binding	+	0.6616	66.16%
PPAR gamma	+	0.8040	80.40%
Honey bee toxicity	-	0.6240	62.40%
Biodegradation	-	0.7500	75.00%
Crustacea aquatic toxicity	+	0.6200	62.00%
Fish aquatic toxicity	+	0.9866	98.66%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL253	P34972	Cannabinoid CB2 receptor	99.26%	97.25%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	97.89%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	94.77%	96.09%
CHEMBL1293249	Q13887	Kruppel-like factor 5	94.40%	86.33%
CHEMBL3137262	O60341	LSD1/CoREST complex	93.87%	97.09%
CHEMBL4657	Q6V1X1	Dipeptidyl peptidase VIII	92.71%	97.21%
CHEMBL1806	P11388	DNA topoisomerase II alpha	91.10%	89.00%
CHEMBL3401	O75469	Pregnane X receptor	90.71%	94.73%
CHEMBL2581	P07339	Cathepsin D	89.45%	98.95%
CHEMBL5255	O00206	Toll-like receptor 4	85.26%	92.50%
CHEMBL3060	Q9Y345	Glycine transporter 2	84.94%	99.17%
CHEMBL1994	P08235	Mineralocorticoid receptor	84.69%	100.00%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	84.65%	95.89%
CHEMBL3351	Q13085	Acetyl-CoA carboxylase 1	84.18%	93.04%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	83.70%	95.56%
CHEMBL3714130	P46095	G-protein coupled receptor 6	83.19%	97.36%
CHEMBL218	P21554	Cannabinoid CB1 receptor	83.07%	96.61%
CHEMBL5028	O14672	ADAM10	82.94%	97.50%
CHEMBL340	P08684	Cytochrome P450 3A4	82.56%	91.19%
CHEMBL2274	Q9H228	Sphingosine 1-phosphate receptor Edg-8	81.61%	100.00%
CHEMBL5608	Q16288	NT-3 growth factor receptor	81.32%	95.89%
CHEMBL3807	P17706	T-cell protein-tyrosine phosphatase	80.22%	93.00%

Plants that contains it

• Asparagus officinalis
• Astragalus dissectus
• Dicranopteris linearis
• Dicranopteris pedata
• Ocotea minarum

Cross-Links

• PubChem: 10724564
• NPASS: NPC293139
• LOTUS: LTS0068531
• wikiData: Q105347941