(2S,3R,4S,5S,6R)-2-[(2S,3R,4S,5S,6R)-2-[(2R,3R,4S,5S,6R)-2-[[(1S,2R,5R,7S,9S,11R,12R,15S,20S)-7,12-dihydroxy-1,2,6,6,17,17-hexamethyl-10-methylidene-20-pentacyclo[12.8.0.02,11.05,9.015,20]docos-13-enyl]methoxy]-4,5-dihydroxy-6-(hydroxymethyl)oxan-3-yl]oxy-4,5-dihydroxy-6-(hydroxymethyl)oxan-3-yl]oxy-6-(hydroxymethyl)oxane-3,4,5-triol

Details

• Internal ID: dcfa0084-8046-46fd-a524-43eb8417fae5
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene glycosides > Diterpene glycosides
• IUPAC Name: (2S,3R,4S,5S,6R)-2-[(2S,3R,4S,5S,6R)-2-[(2R,3R,4S,5S,6R)-2-[[(1S,2R,5R,7S,9S,11R,12R,15S,20S)-7,12-dihydroxy-1,2,6,6,17,17-hexamethyl-10-methylidene-20-pentacyclo[12.8.0.02,11.05,9.015,20]docos-13-enyl]methoxy]-4,5-dihydroxy-6-(hydroxymethyl)oxan-3-yl]oxy-4,5-dihydroxy-6-(hydroxymethyl)oxan-3-yl]oxy-6-(hydroxymethyl)oxane-3,4,5-triol
• SMILES (Canonical): CC1(CCC2(CCC3(C(=CC(C4C3(CCC5C(C4=C)CC(C5(C)C)O)C)O)C2C1)C)COC6C(C(C(C(O6)CO)O)O)OC7C(C(C(C(O7)CO)O)O)OC8C(C(C(C(O8)CO)O)O)O)C
• SMILES (Isomeric): C[C@@]12CC[C@@H]3[C@H](C[C@@H](C3(C)C)O)C(=C)[C@H]1[C@@H](C=C4[C@]2(CC[C@@]5([C@H]4CC(CC5)(C)C)CO[C@H]6[C@@H]([C@H]([C@@H]([C@H](O6)CO)O)O)O[C@H]7[C@@H]([C@H]([C@@H]([C@H](O7)CO)O)O)O[C@H]8[C@@H]([C@H]([C@@H]([C@H](O8)CO)O)O)O)C)O
• InChI: InChI=1S/C48H78O18/c1-21-22-14-30(53)45(4,5)23(22)8-9-47(7)31(21)26(52)15-24-25-16-44(2,3)10-12-48(25,13-11-46(24,47)6)20-61-42-39(36(58)33(55)28(18-50)63-42)66-43-40(37(59)34(56)29(19-51)64-43)65-41-38(60)35(57)32(54)27(17-49)62-41/h15,22-23,25-43,49-60H,1,8-14,16-20H2,2-7H3/t22-,23-,25+,26-,27-,28-,29-,30+,31+,32-,33-,34-,35+,36+,37+,38-,39-,40-,41+,42-,43+,46-,47-,48-/m1/s1
• InChI Key: GMJJQPZEVMBOBI-STSMIIIQSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₄₈H₇₈O₁₈
• Molecular Weight: 943.10 g/mol
• Exact Mass: 942.51881563 g/mol
• Topological Polar Surface Area (TPSA): 298.00 Ų
• XlogP: 1.00
• Atomic LogP (AlogP): -0.64
• H-Bond Acceptor: 18
• H-Bond Donor: 12
• Rotatable Bonds: 10

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.7380	73.80%
Caco-2	-	0.8873	88.73%
Blood Brain Barrier	-	0.5750	57.50%
Human oral bioavailability	-	0.8714	87.14%
Subcellular localzation	Mitochondria	0.6802	68.02%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8078	80.78%
OATP1B3 inhibitior	+	0.7964	79.64%
MATE1 inhibitior	-	0.9612	96.12%
OCT2 inhibitior	-	0.6750	67.50%
BSEP inhibitior	+	0.6146	61.46%
P-glycoprotein inhibitior	+	0.7405	74.05%
P-glycoprotein substrate	-	0.5910	59.10%
CYP3A4 substrate	+	0.7299	72.99%
CYP2C9 substrate	-	0.8025	80.25%
CYP2D6 substrate	-	0.8264	82.64%
CYP3A4 inhibition	-	0.9344	93.44%
CYP2C9 inhibition	-	0.7957	79.57%
CYP2C19 inhibition	-	0.8594	85.94%
CYP2D6 inhibition	-	0.9346	93.46%
CYP1A2 inhibition	-	0.8779	87.79%
CYP2C8 inhibition	+	0.7516	75.16%
CYP inhibitory promiscuity	-	0.9475	94.75%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9500	95.00%
Carcinogenicity (trinary)	Non-required	0.6449	64.49%
Eye corrosion	-	0.9877	98.77%
Eye irritation	-	0.9063	90.63%
Skin irritation	-	0.5912	59.12%
Skin corrosion	-	0.9389	93.89%
Ames mutagenesis	-	0.8328	83.28%
Human Ether-a-go-go-Related Gene inhibition	+	0.8059	80.59%
Micronuclear	-	0.8700	87.00%
Hepatotoxicity	-	0.7500	75.00%
skin sensitisation	-	0.8794	87.94%
Respiratory toxicity	+	0.5889	58.89%
Reproductive toxicity	+	0.9222	92.22%
Mitochondrial toxicity	-	0.5375	53.75%
Nephrotoxicity	-	0.8525	85.25%
Acute Oral Toxicity (c)	III	0.5427	54.27%
Estrogen receptor binding	+	0.7858	78.58%
Androgen receptor binding	+	0.7545	75.45%
Thyroid receptor binding	-	0.5773	57.73%
Glucocorticoid receptor binding	+	0.6353	63.53%
Aromatase binding	+	0.6546	65.46%
PPAR gamma	+	0.7698	76.98%
Honey bee toxicity	-	0.6428	64.28%
Biodegradation	-	0.6750	67.50%
Crustacea aquatic toxicity	-	0.5000	50.00%
Fish aquatic toxicity	+	0.9658	96.58%

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	97.38%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	96.29%	91.11%
CHEMBL3137262	O60341	LSD1/CoREST complex	95.70%	97.09%
CHEMBL226	P30542	Adenosine A1 receptor	94.93%	95.93%
CHEMBL1293255	P15428	15-hydroxyprostaglandin dehydrogenase [NAD+]	93.98%	83.57%
CHEMBL4681	P42330	Aldo-keto-reductase family 1 member C3	89.56%	89.05%
CHEMBL5608	Q16288	NT-3 growth factor receptor	89.45%	95.89%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	89.32%	94.45%
CHEMBL218	P21554	Cannabinoid CB1 receptor	88.43%	96.61%
CHEMBL1994	P08235	Mineralocorticoid receptor	87.98%	100.00%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	86.77%	95.50%
CHEMBL241	Q14432	Phosphodiesterase 3A	86.76%	92.94%
CHEMBL259	P32245	Melanocortin receptor 4	85.91%	95.38%
CHEMBL2243	O00519	Anandamide amidohydrolase	81.60%	97.53%
CHEMBL1871	P10275	Androgen Receptor	81.32%	96.43%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	81.18%	86.92%
CHEMBL2581	P07339	Cathepsin D	80.88%	98.95%
CHEMBL221	P23219	Cyclooxygenase-1	80.45%	90.17%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	80.35%	92.62%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 102208807
• LOTUS: LTS0156213
• wikiData: Q105011919