(2S,3R,4S,5S,6R)-2-[(2S,3R,4S,5S)-5-[(2S,3R,4S,5S,6R)-4,5-dihydroxy-6-(hydroxymethyl)-3-[(2S,3R,4S,5R)-3,4,5-trihydroxyoxan-2-yl]oxyoxan-2-yl]oxy-4-hydroxy-2-[[(2R,7S,10R,17S,20S,25S)-17-(hydroxymethyl)-1,2,6,6,10,17-hexamethyl-23-propyl-22,24-dioxahexacyclo[12.12.0.02,11.05,10.015,20.020,25]hexacos-13-en-7-yl]oxy]oxan-3-yl]oxy-6-(hydroxymethyl)oxane-3,4,5-triol

Details

• Internal ID: 074708e4-0b6d-4e4a-856d-351e622d6c84
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Triterpenoids
• IUPAC Name: (2S,3R,4S,5S,6R)-2-[(2S,3R,4S,5S)-5-[(2S,3R,4S,5S,6R)-4,5-dihydroxy-6-(hydroxymethyl)-3-[(2S,3R,4S,5R)-3,4,5-trihydroxyoxan-2-yl]oxyoxan-2-yl]oxy-4-hydroxy-2-[[(2R,7S,10R,17S,20S,25S)-17-(hydroxymethyl)-1,2,6,6,10,17-hexamethyl-23-propyl-22,24-dioxahexacyclo[12.12.0.02,11.05,10.015,20.020,25]hexacos-13-en-7-yl]oxy]oxan-3-yl]oxy-6-(hydroxymethyl)oxane-3,4,5-triol
• SMILES (Canonical): CCCC1OCC23CCC(CC2C4=CCC5C6(CCC(C(C6CCC5(C4(CC3O1)C)C)(C)C)OC7C(C(C(CO7)OC8C(C(C(C(O8)CO)O)O)OC9C(C(C(CO9)O)O)O)O)OC1C(C(C(C(O1)CO)O)O)O)C)(C)CO
• SMILES (Isomeric): CCCC1OC[C@]23CC[C@](CC2C4=CCC5[C@]6(CC[C@@H](C(C6CC[C@]5(C4(C[C@@H]3O1)C)C)(C)C)O[C@H]7[C@@H]([C@H]([C@H](CO7)O[C@H]8[C@@H]([C@H]([C@@H]([C@H](O8)CO)O)O)O[C@H]9[C@@H]([C@H]([C@@H](CO9)O)O)O)O)O[C@H]1[C@@H]([C@H]([C@@H]([C@H](O1)CO)O)O)O)C)(C)CO
• InChI: InChI=1S/C56H92O22/c1-8-9-36-71-25-56-17-16-52(4,24-59)18-27(56)26-10-11-33-53(5)14-13-34(51(2,3)32(53)12-15-54(33,6)55(26,7)19-35(56)75-36)76-49-45(78-48-44(68)41(65)38(62)29(20-57)72-48)40(64)31(23-70-49)74-50-46(42(66)39(63)30(21-58)73-50)77-47-43(67)37(61)28(60)22-69-47/h10,27-50,57-68H,8-9,11-25H2,1-7H3/t27?,28-,29-,30-,31+,32?,33?,34+,35+,36?,37+,38-,39-,40+,41+,42+,43-,44-,45-,46-,47+,48+,49+,50+,52+,53+,54-,55?,56-/m1/s1
• InChI Key: FKLRDBRYPIFFIT-QWUSXAAJSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₅₆H₉₂O₂₂
• Molecular Weight: 1117.30 g/mol
• Exact Mass: 1116.60802456 g/mol
• Topological Polar Surface Area (TPSA): 335.00 Ų
• XlogP: 0.80
• Atomic LogP (AlogP): -0.15
• H-Bond Acceptor: 22
• H-Bond Donor: 12
• Rotatable Bonds: 13

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.8124	81.24%
Caco-2	-	0.8858	88.58%
Blood Brain Barrier	-	0.5750	57.50%
Human oral bioavailability	-	0.7857	78.57%
Subcellular localzation	Mitochondria	0.7404	74.04%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.7704	77.04%
OATP1B3 inhibitior	-	0.3512	35.12%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.6250	62.50%
BSEP inhibitior	+	0.8572	85.72%
P-glycoprotein inhibitior	+	0.7467	74.67%
P-glycoprotein substrate	+	0.5815	58.15%
CYP3A4 substrate	+	0.7471	74.71%
CYP2C9 substrate	-	0.8054	80.54%
CYP2D6 substrate	-	0.8216	82.16%
CYP3A4 inhibition	-	0.8321	83.21%
CYP2C9 inhibition	-	0.8641	86.41%
CYP2C19 inhibition	-	0.8724	87.24%
CYP2D6 inhibition	-	0.9299	92.99%
CYP1A2 inhibition	-	0.8978	89.78%
CYP2C8 inhibition	+	0.7827	78.27%
CYP inhibitory promiscuity	-	0.9305	93.05%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Non-required	0.6152	61.52%
Eye corrosion	-	0.9892	98.92%
Eye irritation	-	0.9022	90.22%
Skin irritation	-	0.6225	62.25%
Skin corrosion	-	0.9460	94.60%
Ames mutagenesis	-	0.6400	64.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.8015	80.15%
Micronuclear	-	0.8400	84.00%
Hepatotoxicity	-	0.8302	83.02%
skin sensitisation	-	0.8906	89.06%
Respiratory toxicity	-	0.5444	54.44%
Reproductive toxicity	+	0.9000	90.00%
Mitochondrial toxicity	-	0.7375	73.75%
Nephrotoxicity	-	0.7181	71.81%
Acute Oral Toxicity (c)	III	0.7281	72.81%
Estrogen receptor binding	+	0.8139	81.39%
Androgen receptor binding	+	0.7418	74.18%
Thyroid receptor binding	-	0.4883	48.83%
Glucocorticoid receptor binding	+	0.7300	73.00%
Aromatase binding	+	0.6557	65.57%
PPAR gamma	+	0.7969	79.69%
Honey bee toxicity	-	0.6210	62.10%
Biodegradation	-	0.7500	75.00%
Crustacea aquatic toxicity	-	0.5100	51.00%
Fish aquatic toxicity	+	0.9433	94.33%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL221	P23219	Cyclooxygenase-1	98.87%	90.17%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	97.16%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	96.44%	96.09%
CHEMBL226	P30542	Adenosine A1 receptor	96.28%	95.93%
CHEMBL218	P21554	Cannabinoid CB1 receptor	93.80%	96.61%
CHEMBL3880	P07900	Heat shock protein HSP 90-alpha	92.45%	96.21%
CHEMBL3137262	O60341	LSD1/CoREST complex	91.14%	97.09%
CHEMBL2581	P07339	Cathepsin D	90.50%	98.95%
CHEMBL5608	Q16288	NT-3 growth factor receptor	89.81%	95.89%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	88.66%	94.45%
CHEMBL1994	P08235	Mineralocorticoid receptor	86.40%	100.00%
CHEMBL253	P34972	Cannabinoid CB2 receptor	85.81%	97.25%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	85.47%	95.50%
CHEMBL3922	P50579	Methionine aminopeptidase 2	84.80%	97.28%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	84.17%	92.62%
CHEMBL241	Q14432	Phosphodiesterase 3A	83.03%	92.94%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	82.73%	95.56%
CHEMBL2274	Q9H228	Sphingosine 1-phosphate receptor Edg-8	82.51%	100.00%
CHEMBL3714130	P46095	G-protein coupled receptor 6	81.98%	97.36%

Plants that contains it

• Aristolochia contorta

Cross-Links

• PubChem: 11968712
• NPASS: NPC96354