[(2R,3R,4R,5R)-5-[(2S,3R,5R,6S)-3,5-dihydroxy-6-methyl-4-[(2S,3R,4S,5R)-3,4,5-trihydroxyoxan-2-yl]oxyoxan-2-yl]oxy-3,4-dihydroxyoxan-2-yl] (4aS,6bR,10S,12aR)-10-[(2S,3R,4R,5S)-3,4-dihydroxy-5-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxan-2-yl]oxy-2,2,6a,6b,9,9,12a-heptamethyl-1,3,4,5,6,6a,7,8,8a,10,11,12,13,14b-tetradecahydropicene-4a-carboxylate

Details

• Internal ID: 510810b0-5b21-4626-a108-69e0f463e600
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Triterpenoids
• IUPAC Name: [(2R,3R,4R,5R)-5-[(2S,3R,5R,6S)-3,5-dihydroxy-6-methyl-4-[(2S,3R,4S,5R)-3,4,5-trihydroxyoxan-2-yl]oxyoxan-2-yl]oxy-3,4-dihydroxyoxan-2-yl] (4aS,6bR,10S,12aR)-10-[(2S,3R,4R,5S)-3,4-dihydroxy-5-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxan-2-yl]oxy-2,2,6a,6b,9,9,12a-heptamethyl-1,3,4,5,6,6a,7,8,8a,10,11,12,13,14b-tetradecahydropicene-4a-carboxylate
• SMILES (Canonical): CC1C(C(C(C(O1)OC2COC(C(C2O)O)OC(=O)C34CCC(CC3C5=CCC6C7(CCC(C(C7CCC6(C5(CC4)C)C)(C)C)OC8C(C(C(CO8)OC9C(C(C(C(O9)CO)O)O)O)O)O)C)(C)C)O)OC1C(C(C(CO1)O)O)O)O
• SMILES (Isomeric): C[C@H]1[C@H](C([C@H]([C@@H](O1)O[C@@H]2CO[C@@H]([C@@H]([C@H]2O)O)OC(=O)[C@]34CCC(CC3C5=CCC6[C@]7(CC[C@@H](C(C7CC[C@]6(C5(CC4)C)C)(C)C)O[C@H]8[C@@H]([C@H]([C@H](CO8)O[C@H]9[C@@H]([C@H]([C@@H]([C@H](O9)CO)O)O)O)O)O)C)(C)C)O)O[C@H]1[C@@H]([C@H]([C@@H](CO1)O)O)O)O
• InChI: InChI=1S/C57H92O24/c1-24-34(60)45(80-47-40(66)35(61)27(59)21-72-47)44(70)50(75-24)78-30-23-74-48(42(68)38(30)64)81-51(71)57-17-15-52(2,3)19-26(57)25-9-10-32-54(6)13-12-33(53(4,5)31(54)11-14-56(32,8)55(25,7)16-18-57)79-46-41(67)37(63)29(22-73-46)77-49-43(69)39(65)36(62)28(20-58)76-49/h9,24,26-50,58-70H,10-23H2,1-8H3/t24-,26?,27+,28+,29-,30+,31?,32?,33-,34+,35-,36+,37-,38-,39-,40+,41+,42+,43+,44+,45?,46-,47-,48+,49-,50-,54-,55?,56+,57-/m0/s1
• InChI Key: AWUAYTOCDMTLDA-YJEPHYKHSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₅₇H₉₂O₂₄
• Molecular Weight: 1161.30 g/mol
• Exact Mass: 1160.59785380 g/mol
• Topological Polar Surface Area (TPSA): 372.00 Ų
• XlogP: 0.00
• Atomic LogP (AlogP): -1.27
• H-Bond Acceptor: 24
• H-Bond Donor: 13
• Rotatable Bonds: 11

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.7891	78.91%
Caco-2	-	0.8789	87.89%
Blood Brain Barrier	-	0.6250	62.50%
Human oral bioavailability	-	0.8000	80.00%
Subcellular localzation	Mitochondria	0.8567	85.67%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.6944	69.44%
OATP1B3 inhibitior	-	0.5700	57.00%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	-	0.6276	62.76%
BSEP inhibitior	+	0.8903	89.03%
P-glycoprotein inhibitior	+	0.7471	74.71%
P-glycoprotein substrate	-	0.6250	62.50%
CYP3A4 substrate	+	0.7362	73.62%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8587	85.87%
CYP3A4 inhibition	-	0.9300	93.00%
CYP2C9 inhibition	-	0.8838	88.38%
CYP2C19 inhibition	-	0.9101	91.01%
CYP2D6 inhibition	-	0.9422	94.22%
CYP1A2 inhibition	-	0.8933	89.33%
CYP2C8 inhibition	+	0.7247	72.47%
CYP inhibitory promiscuity	-	0.9668	96.68%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Non-required	0.6254	62.54%
Eye corrosion	-	0.9900	99.00%
Eye irritation	-	0.9002	90.02%
Skin irritation	-	0.6103	61.03%
Skin corrosion	-	0.9480	94.80%
Ames mutagenesis	-	0.7100	71.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7507	75.07%
Micronuclear	-	0.8600	86.00%
Hepatotoxicity	-	0.9625	96.25%
skin sensitisation	-	0.8917	89.17%
Respiratory toxicity	-	0.5444	54.44%
Reproductive toxicity	+	0.9000	90.00%
Mitochondrial toxicity	-	0.7625	76.25%
Nephrotoxicity	-	0.9375	93.75%
Acute Oral Toxicity (c)	III	0.7945	79.45%
Estrogen receptor binding	+	0.7912	79.12%
Androgen receptor binding	+	0.7336	73.36%
Thyroid receptor binding	+	0.5598	55.98%
Glucocorticoid receptor binding	+	0.7762	77.62%
Aromatase binding	+	0.6820	68.20%
PPAR gamma	+	0.8101	81.01%
Honey bee toxicity	-	0.6386	63.86%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	+	0.5295	52.95%
Fish aquatic toxicity	+	0.9411	94.11%

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	99.06%	91.11%
CHEMBL335	P18031	Protein-tyrosine phosphatase 1B	97.26%	95.17%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	95.03%	96.09%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	93.69%	94.45%
CHEMBL3137262	O60341	LSD1/CoREST complex	92.87%	97.09%
CHEMBL3714130	P46095	G-protein coupled receptor 6	91.75%	97.36%
CHEMBL1293249	Q13887	Kruppel-like factor 5	91.31%	86.33%
CHEMBL2581	P07339	Cathepsin D	90.92%	98.95%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	90.11%	96.77%
CHEMBL1806	P11388	DNA topoisomerase II alpha	89.37%	89.00%
CHEMBL1994	P08235	Mineralocorticoid receptor	86.21%	100.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	85.38%	95.56%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	82.27%	95.50%
CHEMBL5028	O14672	ADAM10	82.11%	97.50%
CHEMBL3880	P07900	Heat shock protein HSP 90-alpha	81.93%	96.21%
CHEMBL241	Q14432	Phosphodiesterase 3A	81.30%	92.94%
CHEMBL5608	Q16288	NT-3 growth factor receptor	81.25%	95.89%
CHEMBL3060	Q9Y345	Glycine transporter 2	80.73%	99.17%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	80.62%	86.92%
CHEMBL1907602	P06493	Cyclin-dependent kinase 1/cyclin B1	80.22%	91.24%
CHEMBL3713062	P10646	Tissue factor pathway inhibitor	80.15%	97.33%
CHEMBL221	P23219	Cyclooxygenase-1	80.10%	90.17%

Plants that contains it

• Patrinia scabiosifolia

Cross-Links

• PubChem: 6325981
• NPASS: NPC225836