(1S,4S,7S,8S,9R,11S,13S,14S,18S,22S,25S,27R,28S,29S,30R,32R,34R,35S,37R,38R,41R,42R,46S,53S,55R,56R,57S,58R)-7,8,18,28,29,35,55,56,58-nonahydroxy-30-(hydroxymethyl)-13,18,37,41,48,48,53,54,54-nonamethyl-57-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-3,5,10,12,15,21,24,26,31,33-decaoxadecacyclo[39.9.3.211,14.222,25.134,38.01,46.04,9.027,32.037,42.045,53]octapentacont-44-ene-2,16,20-trione

Details

• Internal ID: 5ee17b05-74db-428c-9478-69bcf187a195
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Triterpenoids
• IUPAC Name: (1S,4S,7S,8S,9R,11S,13S,14S,18S,22S,25S,27R,28S,29S,30R,32R,34R,35S,37R,38R,41R,42R,46S,53S,55R,56R,57S,58R)-7,8,18,28,29,35,55,56,58-nonahydroxy-30-(hydroxymethyl)-13,18,37,41,48,48,53,54,54-nonamethyl-57-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-3,5,10,12,15,21,24,26,31,33-decaoxadecacyclo[39.9.3.211,14.222,25.134,38.01,46.04,9.027,32.037,42.045,53]octapentacont-44-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)C)OC9C(C(C(C(O9)CO)O)O)OC1C(C(C(CO1)OC(=O)CC(CC(=O)O2)(C)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](C8(C)C)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](CO1)OC(=O)C[C@](CC(=O)O2)(C)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/C64H100O29/c1-26-47-48(89-53-45(78)42(75)39(72)31(22-65)86-53)46(79)54(84-26)91-49-38(71)30(68)24-82-55(49)93-57(80)64-16-14-58(2,3)18-28(64)27-10-11-35-61(7)19-29(67)51(59(4,5)34(61)12-13-63(35,9)62(27,8)15-17-64)92-56-50(43(76)40(73)32(23-66)87-56)90-52-44(77)41(74)33(25-83-52)85-36(69)20-60(6,81)21-37(70)88-47/h10,26,28-35,38-56,65-68,71-79,81H,11-25H2,1-9H3/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-,60-,61-,62+,63+,64-/m0/s1
• InChI Key: LZNXDNDTHPMVMR-MPHCINSUSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₆₄H₁₀₀O₂₉
• Molecular Weight: 1333.50 g/mol
• Exact Mass: 1332.63502715 g/mol
• Topological Polar Surface Area (TPSA): 445.00 Ų
• XlogP: -0.70
• Atomic LogP (AlogP): -2.29
• H-Bond Acceptor: 29
• H-Bond Donor: 14
• Rotatable Bonds: 4

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	-	0.8685	86.85%
Blood Brain Barrier	-	0.5250	52.50%
Human oral bioavailability	-	0.8143	81.43%
Subcellular localzation	Mitochondria	0.8703	87.03%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.7899	78.99%
OATP1B3 inhibitior	-	0.4610	46.10%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.5026	50.26%
BSEP inhibitior	+	0.9227	92.27%
P-glycoprotein inhibitior	+	0.7463	74.63%
P-glycoprotein substrate	+	0.7048	70.48%
CYP3A4 substrate	+	0.7498	74.98%
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	+	0.7716	77.16%
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	-	0.8982	89.82%
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	+	0.7367	73.67%
Micronuclear	-	0.7800	78.00%
Hepatotoxicity	-	0.6250	62.50%
skin sensitisation	-	0.9013	90.13%
Respiratory toxicity	+	0.5556	55.56%
Reproductive toxicity	+	0.9111	91.11%
Mitochondrial toxicity	-	0.6250	62.50%
Nephrotoxicity	-	0.6969	69.69%
Acute Oral Toxicity (c)	III	0.8023	80.23%
Estrogen receptor binding	+	0.7328	73.28%
Androgen receptor binding	+	0.7549	75.49%
Thyroid receptor binding	+	0.6513	65.13%
Glucocorticoid receptor binding	+	0.8103	81.03%
Aromatase binding	+	0.6372	63.72%
PPAR gamma	+	0.8277	82.77%
Honey bee toxicity	-	0.6101	61.01%
Biodegradation	-	0.7250	72.50%
Crustacea aquatic toxicity	+	0.5550	55.50%
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	99.19%	91.11%
CHEMBL335	P18031	Protein-tyrosine phosphatase 1B	95.39%	95.17%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	93.75%	96.77%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	93.37%	94.45%
CHEMBL1937	Q92769	Histone deacetylase 2	92.29%	94.75%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	91.99%	96.09%
CHEMBL3137262	O60341	LSD1/CoREST complex	91.70%	97.09%
CHEMBL3880	P07900	Heat shock protein HSP 90-alpha	91.59%	96.21%
CHEMBL1994	P08235	Mineralocorticoid receptor	90.09%	100.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	86.72%	95.56%
CHEMBL5608	Q16288	NT-3 growth factor receptor	86.65%	95.89%
CHEMBL241	Q14432	Phosphodiesterase 3A	86.22%	92.94%
CHEMBL2581	P07339	Cathepsin D	86.06%	98.95%
CHEMBL1806	P11388	DNA topoisomerase II alpha	85.51%	89.00%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	83.04%	86.92%
CHEMBL3713062	P10646	Tissue factor pathway inhibitor	81.96%	97.33%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	81.88%	97.14%

Plants that contains it

• Actinostemma tenerum

Cross-Links

• PubChem: 162957448
• LOTUS: LTS0173187
• wikiData: Q105160033