(2R,6S,10R,13R,14R,17R,18S,22R,26S,39R)-11-[(3R,4S,5S,6S)-6-carboxy-4,5-dihydroxy-3-methoxyoxan-2-yl]oxy-32-hydroxy-22,26-bis(hydroxymethyl)-32-(3-methoxy-3-oxopropyl)-2,6,10,13,14,17,18,39-octamethyl-34-oxo-27,33-dioxadecacyclo[20.19.0.02,19.05,18.06,15.09,14.023,39.026,38.028,36.031,35]hentetraconta-28(36),29,31(35)-triene-10-carboxylic acid

Details

• Internal ID: a37acb56-76dc-4a27-95d9-ec37aee54dff
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Triterpenoids
• IUPAC Name: (2R,6S,10R,13R,14R,17R,18S,22R,26S,39R)-11-[(3R,4S,5S,6S)-6-carboxy-4,5-dihydroxy-3-methoxyoxan-2-yl]oxy-32-hydroxy-22,26-bis(hydroxymethyl)-32-(3-methoxy-3-oxopropyl)-2,6,10,13,14,17,18,39-octamethyl-34-oxo-27,33-dioxadecacyclo[20.19.0.02,19.05,18.06,15.09,14.023,39.026,38.028,36.031,35]hentetraconta-28(36),29,31(35)-triene-10-carboxylic acid
• SMILES (Canonical): CC1CC2C(CCC3C2(C(CC(C3(C)C(=O)O)OC4C(C(C(C(O4)C(=O)O)O)O)OC)C)C)(C5C1(C6CCC7(C(C6(CC5)C)CCC8(C7CCC9(C8CC1=C(O9)C=CC2=C1C(=O)OC2(CCC(=O)OC)O)CO)C)CO)C)C
• SMILES (Isomeric): C[C@@H]1CC2[C@@](CCC3[C@@]2([C@@H](CC([C@]3(C)C(=O)O)OC4[C@@H]([C@H]([C@@H]([C@H](O4)C(=O)O)O)O)OC)C)C)(C5[C@]1(C6CC[C@]7(C([C@@]6(CC5)C)CC[C@@]8(C7CC[C@]9(C8CC1=C(O9)C=CC2=C1C(=O)OC2(CCC(=O)OC)O)CO)C)CO)C)C
• InChI: InChI=1S/C61H88O17/c1-30-25-40-54(4,21-15-39-57(40,7)31(2)26-42(58(39,8)52(70)71)75-51-48(74-10)46(66)45(65)47(76-51)49(67)68)35-13-19-53(3)36(56(30,35)6)16-22-59(28-62)37(53)14-20-55(5)38(59)17-23-60(29-63)41(55)27-32-34(77-60)12-11-33-44(32)50(69)78-61(33,72)24-18-43(64)73-9/h11-12,30-31,35-42,45-48,51,62-63,65-66,72H,13-29H2,1-10H3,(H,67,68)(H,70,71)/t30-,31-,35?,36?,37?,38?,39?,40?,41?,42?,45+,46+,47+,48-,51?,53-,54+,55-,56+,57+,58-,59-,60-,61?/m1/s1
• InChI Key: DBIAGVXGCNWASW-JMNNKWMBSA-N
• Popularity: 6 references in papers

Physical and Chemical Properties

• Molecular Formula: C₆₁H₈₈O₁₇
• Molecular Weight: 1093.30 g/mol
• Exact Mass: 1092.60215133 g/mol
• Topological Polar Surface Area (TPSA): 265.00 Ų
• XlogP: 8.70
• Atomic LogP (AlogP): 7.02
• H-Bond Acceptor: 15
• H-Bond Donor: 7
• Rotatable Bonds: 10

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.7265	72.65%
Caco-2	-	0.8595	85.95%
Blood Brain Barrier	-	0.6000	60.00%
Human oral bioavailability	-	0.7429	74.29%
Subcellular localzation	Mitochondria	0.6829	68.29%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8078	80.78%
OATP1B3 inhibitior	+	0.9287	92.87%
MATE1 inhibitior	-	0.9000	90.00%
OCT2 inhibitior	-	0.6500	65.00%
BSEP inhibitior	+	0.9685	96.85%
P-glycoprotein inhibitior	+	0.7471	74.71%
P-glycoprotein substrate	+	0.7195	71.95%
CYP3A4 substrate	+	0.7420	74.20%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8768	87.68%
CYP3A4 inhibition	-	0.8235	82.35%
CYP2C9 inhibition	-	0.9120	91.20%
CYP2C19 inhibition	-	0.8894	88.94%
CYP2D6 inhibition	-	0.9525	95.25%
CYP1A2 inhibition	-	0.8305	83.05%
CYP2C8 inhibition	+	0.8321	83.21%
CYP inhibitory promiscuity	-	0.9592	95.92%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9300	93.00%
Carcinogenicity (trinary)	Non-required	0.6078	60.78%
Eye corrosion	-	0.9915	99.15%
Eye irritation	-	0.8982	89.82%
Skin irritation	-	0.7423	74.23%
Skin corrosion	-	0.9471	94.71%
Ames mutagenesis	-	0.6570	65.70%
Human Ether-a-go-go-Related Gene inhibition	+	0.6889	68.89%
Micronuclear	-	0.8000	80.00%
Hepatotoxicity	-	0.6047	60.47%
skin sensitisation	-	0.9242	92.42%
Respiratory toxicity	+	0.8111	81.11%
Reproductive toxicity	+	0.9111	91.11%
Mitochondrial toxicity	+	0.6250	62.50%
Nephrotoxicity	-	0.7902	79.02%
Acute Oral Toxicity (c)	I	0.4159	41.59%
Estrogen receptor binding	+	0.6355	63.55%
Androgen receptor binding	+	0.7535	75.35%
Thyroid receptor binding	+	0.6578	65.78%
Glucocorticoid receptor binding	+	0.7897	78.97%
Aromatase binding	+	0.7063	70.63%
PPAR gamma	+	0.8085	80.85%
Honey bee toxicity	-	0.6967	69.67%
Biodegradation	-	0.7250	72.50%
Crustacea aquatic toxicity	+	0.5200	52.00%
Fish aquatic toxicity	+	0.9393	93.93%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL4040	P28482	MAP kinase ERK2	99.83%	83.82%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	99.50%	91.11%
CHEMBL1293249	Q13887	Kruppel-like factor 5	96.07%	86.33%
CHEMBL2581	P07339	Cathepsin D	95.57%	98.95%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	94.98%	96.09%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	94.09%	95.56%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	94.03%	94.45%
CHEMBL221	P23219	Cyclooxygenase-1	93.97%	90.17%
CHEMBL3137262	O60341	LSD1/CoREST complex	91.52%	97.09%
CHEMBL1951	P21397	Monoamine oxidase A	91.41%	91.49%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	91.35%	99.23%
CHEMBL1806	P11388	DNA topoisomerase II alpha	89.26%	89.00%
CHEMBL5608	Q16288	NT-3 growth factor receptor	88.99%	95.89%
CHEMBL4208	P20618	Proteasome component C5	88.39%	90.00%
CHEMBL4227	P25090	Lipoxin A4 receptor	87.31%	100.00%
CHEMBL5028	O14672	ADAM10	86.69%	97.50%
CHEMBL1994	P08235	Mineralocorticoid receptor	86.50%	100.00%
CHEMBL3807	P17706	T-cell protein-tyrosine phosphatase	86.39%	93.00%
CHEMBL340	P08684	Cytochrome P450 3A4	85.54%	91.19%
CHEMBL3060	Q9Y345	Glycine transporter 2	85.26%	99.17%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	82.31%	96.00%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	82.06%	91.07%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	81.00%	97.14%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	80.34%	92.62%
CHEMBL1974	P36888	Tyrosine-protein kinase receptor FLT3	80.22%	91.83%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 145720599
• LOTUS: LTS0237115
• wikiData: Q104974407