[(2S,3R,4S,5R,6R)-3-[(2S,3R,4S,5R,6S)-5-[(2S,3R,4S,5R)-4-[(2S,3R,4R,5S)-3,4-dihydroxy-5-[(2S,3R,4S,5S)-3,4,5-trihydroxyoxan-2-yl]oxyoxan-2-yl]oxy-3,5-dihydroxyoxan-2-yl]oxy-3,4-dihydroxy-6-methyloxan-2-yl]oxy-4,5-dihydroxy-6-methyloxan-2-yl] (4aR,5R,6aR,6aS,6bR,8aS,9S,12aS,14bS)-5-hydroxy-2,2,6a,6b,9,12a-hexamethyl-10-oxo-1,3,4,5,6,6a,7,8,8a,9,11,12,13,14b-tetradecahydropicene-4a-carboxylate

Details

• Internal ID: 17e5f7d7-b899-4b04-bf4a-9947cff0a066
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Triterpenoids
• IUPAC Name: [(2S,3R,4S,5R,6R)-3-[(2S,3R,4S,5R,6S)-5-[(2S,3R,4S,5R)-4-[(2S,3R,4R,5S)-3,4-dihydroxy-5-[(2S,3R,4S,5S)-3,4,5-trihydroxyoxan-2-yl]oxyoxan-2-yl]oxy-3,5-dihydroxyoxan-2-yl]oxy-3,4-dihydroxy-6-methyloxan-2-yl]oxy-4,5-dihydroxy-6-methyloxan-2-yl] (4aR,5R,6aR,6aS,6bR,8aS,9S,12aS,14bS)-5-hydroxy-2,2,6a,6b,9,12a-hexamethyl-10-oxo-1,3,4,5,6,6a,7,8,8a,9,11,12,13,14b-tetradecahydropicene-4a-carboxylate
• SMILES (Canonical): CC1C2CCC3(C(C2(CCC1=O)C)CC=C4C3(CC(C5(C4CC(CC5)(C)C)C(=O)OC6C(C(C(C(O6)C)O)O)OC7C(C(C(C(O7)C)OC8C(C(C(CO8)O)OC9C(C(C(CO9)OC1C(C(C(CO1)O)O)O)O)O)O)O)O)O)C)C
• SMILES (Isomeric): C[C@H]1[C@@H]2CC[C@@]3([C@@H]([C@]2(CCC1=O)C)CC=C4[C@]3(C[C@H]([C@@]5([C@H]4CC(CC5)(C)C)C(=O)O[C@H]6[C@@H]([C@H]([C@H]([C@H](O6)C)O)O)O[C@H]7[C@@H]([C@@H]([C@H]([C@@H](O7)C)O[C@H]8[C@@H]([C@H]([C@@H](CO8)O)O[C@H]9[C@@H]([C@H]([C@H](CO9)O[C@H]1[C@@H]([C@H]([C@H](CO1)O)O)O)O)O)O)O)O)O)C)C
• InChI: InChI=1S/C56H88O24/c1-22-25-11-14-54(7)32(53(25,6)13-12-28(22)57)10-9-26-27-17-52(4,5)15-16-56(27,33(60)18-55(26,54)8)51(70)80-50-45(37(64)34(61)23(2)74-50)79-49-41(68)38(65)43(24(3)75-49)77-48-42(69)44(30(59)20-72-48)78-47-40(67)36(63)31(21-73-47)76-46-39(66)35(62)29(58)19-71-46/h9,22-25,27,29-50,58-69H,10-21H2,1-8H3/t22-,23+,24-,25-,27-,29-,30+,31-,32+,33+,34-,35-,36-,37-,38-,39+,40+,41+,42+,43-,44-,45+,46-,47-,48-,49-,50-,53-,54+,55+,56+/m0/s1
• InChI Key: JQDDJPUBPHMFHX-VWGDSRDYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₅₆H₈₈O₂₄
• Molecular Weight: 1145.30 g/mol
• Exact Mass: 1144.56655367 g/mol
• Topological Polar Surface Area (TPSA): 369.00 Ų
• XlogP: -0.80
• Atomic LogP (AlogP): -1.45
• H-Bond Acceptor: 24
• 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	+	0.8225	82.25%
Caco-2	-	0.8725	87.25%
Blood Brain Barrier	-	0.6750	67.50%
Human oral bioavailability	-	0.7714	77.14%
Subcellular localzation	Mitochondria	0.8714	87.14%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.7084	70.84%
OATP1B3 inhibitior	-	0.2615	26.15%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.5276	52.76%
BSEP inhibitior	+	0.9237	92.37%
P-glycoprotein inhibitior	+	0.7459	74.59%
P-glycoprotein substrate	+	0.6341	63.41%
CYP3A4 substrate	+	0.7455	74.55%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8781	87.81%
CYP3A4 inhibition	-	0.9163	91.63%
CYP2C9 inhibition	-	0.8819	88.19%
CYP2C19 inhibition	-	0.9253	92.53%
CYP2D6 inhibition	-	0.9443	94.43%
CYP1A2 inhibition	-	0.9012	90.12%
CYP2C8 inhibition	+	0.7150	71.50%
CYP inhibitory promiscuity	-	0.9829	98.29%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9600	96.00%
Carcinogenicity (trinary)	Non-required	0.5774	57.74%
Eye corrosion	-	0.9891	98.91%
Eye irritation	-	0.8999	89.99%
Skin irritation	-	0.5887	58.87%
Skin corrosion	-	0.9396	93.96%
Ames mutagenesis	-	0.6764	67.64%
Human Ether-a-go-go-Related Gene inhibition	+	0.7683	76.83%
Micronuclear	-	0.7600	76.00%
Hepatotoxicity	-	0.7250	72.50%
skin sensitisation	-	0.8686	86.86%
Respiratory toxicity	+	0.8111	81.11%
Reproductive toxicity	+	0.9222	92.22%
Mitochondrial toxicity	-	0.5500	55.00%
Nephrotoxicity	-	0.9323	93.23%
Acute Oral Toxicity (c)	III	0.6362	63.62%
Estrogen receptor binding	+	0.8268	82.68%
Androgen receptor binding	+	0.7406	74.06%
Thyroid receptor binding	+	0.6342	63.42%
Glucocorticoid receptor binding	+	0.8053	80.53%
Aromatase binding	+	0.6533	65.33%
PPAR gamma	+	0.8461	84.61%
Honey bee toxicity	-	0.6668	66.68%
Biodegradation	-	0.8750	87.50%
Crustacea aquatic toxicity	+	0.5200	52.00%
Fish aquatic toxicity	+	0.9756	97.56%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	98.98%	91.11%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	96.57%	96.77%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	92.01%	94.45%
CHEMBL1293249	Q13887	Kruppel-like factor 5	91.85%	86.33%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	91.54%	96.09%
CHEMBL1806	P11388	DNA topoisomerase II alpha	91.47%	89.00%
CHEMBL2581	P07339	Cathepsin D	90.67%	98.95%
CHEMBL3714130	P46095	G-protein coupled receptor 6	89.99%	97.36%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	89.60%	95.56%
CHEMBL1994	P08235	Mineralocorticoid receptor	89.08%	100.00%
CHEMBL1937	Q92769	Histone deacetylase 2	88.23%	94.75%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	87.60%	94.00%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	87.36%	99.23%
CHEMBL4302	P08183	P-glycoprotein 1	86.74%	92.98%
CHEMBL1871	P10275	Androgen Receptor	85.41%	96.43%
CHEMBL5608	Q16288	NT-3 growth factor receptor	84.94%	95.89%
CHEMBL3137262	O60341	LSD1/CoREST complex	84.93%	97.09%
CHEMBL5028	O14672	ADAM10	83.21%	97.50%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	82.93%	91.07%
CHEMBL253	P34972	Cannabinoid CB2 receptor	82.54%	97.25%
CHEMBL4208	P20618	Proteasome component C5	82.52%	90.00%
CHEMBL340	P08684	Cytochrome P450 3A4	82.20%	91.19%
CHEMBL241	Q14432	Phosphodiesterase 3A	80.58%	92.94%
CHEMBL1907600	Q00535	Cyclin-dependent kinase 5/CDK5 activator 1	80.49%	93.03%

Plants that contains it

• Gypsophila oldhamiana

Cross-Links

• PubChem: 162864866
• LOTUS: LTS0022710
• wikiData: Q105133447