(1S,4S,7S,8S,9S,11S,13S,14S,23R,24R,25S,26R,27S,29S,30S,31S,32R,34R,36R,37S,39R,40R,43R,44R,48S,55S,56R,58S,59R)-7,8,18,24,25,26,30,31,37,59-decahydroxy-32,56-bis(hydroxymethyl)-13,18,39,43,50,50,55,56-octamethyl-58-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-3,5,10,12,15,21,28,33,35,57-decaoxadecacyclo[41.9.3.211,14.123,27.136,40.01,48.04,9.029,34.039,44.047,55]nonapentacont-46-ene-2,16,20-trione

Details

• Internal ID: fdaa7724-d474-4486-9bab-71e0a3dba87f
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Triterpenoids
• IUPAC Name: (1S,4S,7S,8S,9S,11S,13S,14S,23R,24R,25S,26R,27S,29S,30S,31S,32R,34R,36R,37S,39R,40R,43R,44R,48S,55S,56R,58S,59R)-7,8,18,24,25,26,30,31,37,59-decahydroxy-32,56-bis(hydroxymethyl)-13,18,39,43,50,50,55,56-octamethyl-58-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-3,5,10,12,15,21,28,33,35,57-decaoxadecacyclo[41.9.3.211,14.123,27.136,40.01,48.04,9.029,34.039,44.047,55]nonapentacont-46-ene-2,16,20-trione
• SMILES (Canonical): CC1C2C(C(C(O1)OC3C(C(COC3OC(=O)C45CCC(CC4C6=CCC7C(C6(CC5)C)(CCC8C7(CC(C(C8(C)CO)OC9C(C(C(C(O9)CO)O)O)OC1C(C(C(C(O1)COC(=O)CC(CC(=O)O2)(C)O)O)O)O)O)C)C)(C)C)O)O)O)OC1C(C(C(C(O1)CO)O)O)O
• SMILES (Isomeric): C[C@H]1[C@H]2[C@H]([C@H]([C@@H](O1)O[C@H]3[C@H]([C@H](CO[C@H]3OC(=O)[C@@]45CC[C@@]6(C(=CC[C@H]7[C@]6(CC[C@@H]8[C@@]7(C[C@@H]([C@@H]([C@@]8(C)CO)O[C@H]9[C@H]([C@H]([C@@H]([C@H](O9)CO)O)O)O[C@H]1[C@@H]([C@H]([C@H]([C@H](O1)COC(=O)CC(CC(=O)O2)(C)O)O)O)O)O)C)C)[C@@H]4CC(CC5)(C)C)C)O)O)O)O[C@H]1[C@@H]([C@H]([C@@H]([C@H](O1)CO)O)O)O
• InChI: InChI=1S/C65H102O31/c1-26-48-49(92-53-45(80)42(77)39(74)31(21-66)88-53)47(82)55(87-26)93-50-38(73)30(70)23-86-56(50)96-58(83)65-15-13-59(2,3)17-28(65)27-9-10-35-61(5)18-29(69)52(62(6,25-68)34(61)11-12-64(35,8)63(27,7)14-16-65)95-57-51(44(79)40(75)32(22-67)89-57)94-54-46(81)43(78)41(76)33(90-54)24-85-36(71)19-60(4,84)20-37(72)91-48/h9,26,28-35,38-57,66-70,73-82,84H,10-25H2,1-8H3/t26-,28-,29-,30-,31+,32+,33+,34+,35+,38-,39+,40+,41-,42-,43-,44-,45+,46+,47+,48-,49-,50-,51-,52-,53-,54-,55-,56-,57-,60?,61-,62-,63+,64+,65-/m0/s1
• InChI Key: KWELEGZHIBQWTP-HJYWQMPXSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₆₅H₁₀₂O₃₁
• Molecular Weight: 1379.50 g/mol
• Exact Mass: 1378.6405065 g/mol
• Topological Polar Surface Area (TPSA): 486.00 Ų
• XlogP: -2.50
• Atomic LogP (AlogP): -3.95
• H-Bond Acceptor: 31
• H-Bond Donor: 16
• Rotatable Bonds: 5

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.7601	76.01%
Caco-2	-	0.8671	86.71%
Blood Brain Barrier	-	0.5250	52.50%
Human oral bioavailability	-	0.8429	84.29%
Subcellular localzation	Mitochondria	0.8703	87.03%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8137	81.37%
OATP1B3 inhibitior	-	0.4610	46.10%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.5026	50.26%
BSEP inhibitior	+	0.9557	95.57%
P-glycoprotein inhibitior	+	0.7457	74.57%
P-glycoprotein substrate	+	0.7422	74.22%
CYP3A4 substrate	+	0.7479	74.79%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8769	87.69%
CYP3A4 inhibition	-	0.8310	83.10%
CYP2C9 inhibition	-	0.8704	87.04%
CYP2C19 inhibition	-	0.9216	92.16%
CYP2D6 inhibition	-	0.9491	94.91%
CYP1A2 inhibition	-	0.9009	90.09%
CYP2C8 inhibition	+	0.7869	78.69%
CYP inhibitory promiscuity	-	0.9733	97.33%
UGT catelyzed	-	0.6000	60.00%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Non-required	0.6024	60.24%
Eye corrosion	-	0.9896	98.96%
Eye irritation	-	0.8978	89.78%
Skin irritation	-	0.5876	58.76%
Skin corrosion	-	0.9441	94.41%
Ames mutagenesis	-	0.5570	55.70%
Human Ether-a-go-go-Related Gene inhibition	+	0.7688	76.88%
Micronuclear	-	0.7800	78.00%
Hepatotoxicity	-	0.5750	57.50%
skin sensitisation	-	0.9013	90.13%
Respiratory toxicity	+	0.5333	53.33%
Reproductive toxicity	+	0.9111	91.11%
Mitochondrial toxicity	-	0.6250	62.50%
Nephrotoxicity	+	0.6127	61.27%
Acute Oral Toxicity (c)	III	0.8023	80.23%
Estrogen receptor binding	+	0.7313	73.13%
Androgen receptor binding	+	0.7584	75.84%
Thyroid receptor binding	+	0.6559	65.59%
Glucocorticoid receptor binding	+	0.8078	80.78%
Aromatase binding	+	0.6502	65.02%
PPAR gamma	+	0.8273	82.73%
Honey bee toxicity	-	0.6103	61.03%
Biodegradation	-	0.6750	67.50%
Crustacea aquatic toxicity	+	0.5100	51.00%
Fish aquatic toxicity	+	0.9585	95.85%

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	99.15%	91.11%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	93.57%	96.77%
CHEMBL335	P18031	Protein-tyrosine phosphatase 1B	92.15%	95.17%
CHEMBL3137262	O60341	LSD1/CoREST complex	91.72%	97.09%
CHEMBL1994	P08235	Mineralocorticoid receptor	91.51%	100.00%
CHEMBL1806	P11388	DNA topoisomerase II alpha	91.35%	89.00%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	90.96%	94.45%
CHEMBL5608	Q16288	NT-3 growth factor receptor	89.99%	95.89%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	89.46%	96.09%
CHEMBL241	Q14432	Phosphodiesterase 3A	84.61%	92.94%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	84.40%	95.56%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	84.14%	86.92%
CHEMBL253	P34972	Cannabinoid CB2 receptor	82.64%	97.25%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	81.31%	94.33%
CHEMBL1937	Q92769	Histone deacetylase 2	81.28%	94.75%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	81.01%	91.07%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	80.17%	97.14%
CHEMBL1293249	Q13887	Kruppel-like factor 5	80.03%	86.33%

Plants that contains it

• Actinostemma tenerum

Cross-Links

• PubChem: 101864565
• LOTUS: LTS0219198
• wikiData: Q105146886