(1S,4S,7S,8S,9R,11S,13S,14S,18R,22S,25S,27R,28S,29S,30R,32R,34R,35S,37R,38R,41R,42R,46S,53S,54R,55R,56R,57S,58R)-7,8,18,28,29,35,55,56,58-nonahydroxy-30,54-bis(hydroxymethyl)-13,18,37,41,48,48,53,54-octamethyl-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: 438abff7-9c5b-4275-9d57-ac37ab8d0fd8
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Triterpenoids
• IUPAC Name: (1S,4S,7S,8S,9R,11S,13S,14S,18R,22S,25S,27R,28S,29S,30R,32R,34R,35S,37R,38R,41R,42R,46S,53S,54R,55R,56R,57S,58R)-7,8,18,28,29,35,55,56,58-nonahydroxy-30,54-bis(hydroxymethyl)-13,18,37,41,48,48,53,54-octamethyl-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)CO)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]([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](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/C64H100O30/c1-26-47-48(90-53-45(79)42(76)39(73)31(21-65)87-53)46(80)54(85-26)92-49-38(72)30(69)23-83-55(49)94-57(81)64-15-13-58(2,3)17-28(64)27-9-10-35-60(5)18-29(68)51(61(6,25-67)34(60)11-12-63(35,8)62(27,7)14-16-64)93-56-50(43(77)40(74)32(22-66)88-56)91-52-44(78)41(75)33(24-84-52)86-36(70)19-59(4,82)20-37(71)89-47/h9,26,28-35,38-56,65-69,72-80,82H,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-,59+,60-,61-,62+,63+,64-/m0/s1
• InChI Key: CJQSGSKSCOZUHT-ZFHCJBJGSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₆₄H₁₀₀O₃₀
• Molecular Weight: 1349.50 g/mol
• Exact Mass: 1348.62994177 g/mol
• Topological Polar Surface Area (TPSA): 465.00 Ų
• XlogP: -1.90
• Atomic LogP (AlogP): -3.32
• H-Bond Acceptor: 30
• H-Bond Donor: 15
• 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	-	0.8680	86.80%
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	+	0.8097	80.97%
OATP1B3 inhibitior	-	0.4610	46.10%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.5026	50.26%
BSEP inhibitior	+	0.9464	94.64%
P-glycoprotein inhibitior	+	0.7460	74.60%
P-glycoprotein substrate	+	0.7261	72.61%
CYP3A4 substrate	+	0.7497	74.97%
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	+	0.7836	78.36%
CYP inhibitory promiscuity	-	0.9733	97.33%
UGT catelyzed	-	0.7000	70.00%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Non-required	0.6024	60.24%
Eye corrosion	-	0.9896	98.96%
Eye irritation	-	0.8981	89.81%
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	+	0.7484	74.84%
Micronuclear	-	0.7800	78.00%
Hepatotoxicity	-	0.6000	60.00%
skin sensitisation	-	0.9013	90.13%
Respiratory toxicity	+	0.5444	54.44%
Reproductive toxicity	+	0.9111	91.11%
Mitochondrial toxicity	-	0.6250	62.50%
Nephrotoxicity	+	0.5000	50.00%
Acute Oral Toxicity (c)	III	0.8023	80.23%
Estrogen receptor binding	+	0.7297	72.97%
Androgen receptor binding	+	0.7579	75.79%
Thyroid receptor binding	+	0.6563	65.63%
Glucocorticoid receptor binding	+	0.8090	80.90%
Aromatase binding	+	0.6458	64.58%
PPAR gamma	+	0.8285	82.85%
Honey bee toxicity	-	0.6225	62.25%
Biodegradation	-	0.7000	70.00%
Crustacea aquatic toxicity	+	0.5350	53.50%
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	98.89%	91.11%
CHEMBL335	P18031	Protein-tyrosine phosphatase 1B	91.72%	95.17%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	91.70%	96.77%
CHEMBL3137262	O60341	LSD1/CoREST complex	91.64%	97.09%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	90.23%	94.45%
CHEMBL1994	P08235	Mineralocorticoid receptor	89.68%	100.00%
CHEMBL1937	Q92769	Histone deacetylase 2	89.11%	94.75%
CHEMBL1806	P11388	DNA topoisomerase II alpha	88.58%	89.00%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	87.75%	96.09%
CHEMBL241	Q14432	Phosphodiesterase 3A	87.40%	92.94%
CHEMBL5608	Q16288	NT-3 growth factor receptor	87.17%	95.89%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	86.72%	95.56%
CHEMBL3714130	P46095	G-protein coupled receptor 6	85.22%	97.36%
CHEMBL3880	P07900	Heat shock protein HSP 90-alpha	83.37%	96.21%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	83.10%	86.92%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	81.98%	97.14%
CHEMBL3713062	P10646	Tissue factor pathway inhibitor	81.96%	97.33%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	81.05%	99.23%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	80.81%	94.33%
CHEMBL3401	O75469	Pregnane X receptor	80.63%	94.73%

Plants that contains it

• Actinostemma tenerum

Cross-Links

• PubChem: 162844679
• LOTUS: LTS0053884
• wikiData: Q104961545