[(2S,3S,6R)-1,2-dihydroxy-2-methyl-6-[(5R,10S,13R,14R,17R)-4,4,10,13,14-pentamethyl-3-oxo-1,2,5,6,12,15,16,17-octahydrocyclopenta[a]phenanthren-17-yl]heptan-3-yl] (2Z,5E,9E)-2-[2-(2,5-dihydroxyphenyl)-2-oxoethylidene]-11-hydroxy-6,10-dimethylundeca-5,9-dienoate

Details

• Internal ID: c3992451-7934-4dfd-941a-9116c37ca2ba
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Triterpenoids
• IUPAC Name: [(2S,3S,6R)-1,2-dihydroxy-2-methyl-6-[(5R,10S,13R,14R,17R)-4,4,10,13,14-pentamethyl-3-oxo-1,2,5,6,12,15,16,17-octahydrocyclopenta[a]phenanthren-17-yl]heptan-3-yl] (2Z,5E,9E)-2-[2-(2,5-dihydroxyphenyl)-2-oxoethylidene]-11-hydroxy-6,10-dimethylundeca-5,9-dienoate
• SMILES (Canonical): CC(CCC(C(C)(CO)O)OC(=O)C(=CC(=O)C1=C(C=CC(=C1)O)O)CCC=C(C)CCC=C(C)CO)C2CCC3(C2(CC=C4C3=CCC5C4(CCC(=O)C5(C)C)C)C)C
• SMILES (Isomeric): C[C@H](CC[C@@H]([C@](C)(CO)O)OC(=O)/C(=C\C(=O)C1=C(C=CC(=C1)O)O)/CC/C=C(\C)/CC/C=C(\C)/CO)[C@H]2CC[C@@]3([C@@]2(CC=C4C3=CC[C@@H]5[C@@]4(CCC(=O)C5(C)C)C)C)C
• InChI: InChI=1S/C51H72O9/c1-32(12-10-14-33(2)30-52)13-11-15-35(28-42(56)37-29-36(54)17-19-41(37)55)46(58)60-45(51(9,59)31-53)21-16-34(3)38-22-26-50(8)40-18-20-43-47(4,5)44(57)24-25-48(43,6)39(40)23-27-49(38,50)7/h13-14,17-19,23,28-29,34,38,43,45,52-55,59H,10-12,15-16,20-22,24-27,30-31H2,1-9H3/b32-13+,33-14+,35-28-/t34-,38-,43+,45+,48-,49-,50+,51+/m1/s1
• InChI Key: UDYMSQQWPPCJJI-TXIVJNIMSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₅₁H₇₂O₉
• Molecular Weight: 829.10 g/mol
• Exact Mass: 828.51763387 g/mol
• Topological Polar Surface Area (TPSA): 162.00 Ų
• XlogP: 9.60
• Atomic LogP (AlogP): 9.82
• H-Bond Acceptor: 9
• H-Bond Donor: 5
• Rotatable Bonds: 17

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9883	98.83%
Caco-2	-	0.8482	84.82%
Blood Brain Barrier	+	0.6250	62.50%
Human oral bioavailability	-	0.6571	65.71%
Subcellular localzation	Mitochondria	0.9016	90.16%
OATP2B1 inhibitior	-	0.8621	86.21%
OATP1B1 inhibitior	+	0.8214	82.14%
OATP1B3 inhibitior	-	0.2336	23.36%
MATE1 inhibitior	-	0.8000	80.00%
OCT2 inhibitior	-	0.7776	77.76%
BSEP inhibitior	+	0.9926	99.26%
P-glycoprotein inhibitior	+	0.7712	77.12%
P-glycoprotein substrate	+	0.7595	75.95%
CYP3A4 substrate	+	0.7422	74.22%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8938	89.38%
CYP3A4 inhibition	-	0.7877	78.77%
CYP2C9 inhibition	-	0.6869	68.69%
CYP2C19 inhibition	-	0.7434	74.34%
CYP2D6 inhibition	-	0.9251	92.51%
CYP1A2 inhibition	-	0.5058	50.58%
CYP2C8 inhibition	+	0.8143	81.43%
CYP inhibitory promiscuity	-	0.9012	90.12%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9100	91.00%
Carcinogenicity (trinary)	Non-required	0.6478	64.78%
Eye corrosion	-	0.9931	99.31%
Eye irritation	-	0.9068	90.68%
Skin irritation	-	0.6256	62.56%
Skin corrosion	-	0.9523	95.23%
Ames mutagenesis	-	0.7324	73.24%
Human Ether-a-go-go-Related Gene inhibition	-	0.4024	40.24%
Micronuclear	-	0.7400	74.00%
Hepatotoxicity	-	0.7625	76.25%
skin sensitisation	-	0.8843	88.43%
Respiratory toxicity	+	0.7333	73.33%
Reproductive toxicity	+	0.9889	98.89%
Mitochondrial toxicity	+	0.7500	75.00%
Nephrotoxicity	-	0.6517	65.17%
Acute Oral Toxicity (c)	III	0.5324	53.24%
Estrogen receptor binding	+	0.8126	81.26%
Androgen receptor binding	+	0.7829	78.29%
Thyroid receptor binding	+	0.5831	58.31%
Glucocorticoid receptor binding	+	0.7818	78.18%
Aromatase binding	+	0.6401	64.01%
PPAR gamma	+	0.8013	80.13%
Honey bee toxicity	-	0.6473	64.73%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	+	0.5200	52.00%
Fish aquatic toxicity	+	1.0000	100.00%

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	99.71%	91.11%
CHEMBL2581	P07339	Cathepsin D	98.98%	98.95%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	97.77%	94.45%
CHEMBL253	P34972	Cannabinoid CB2 receptor	96.85%	97.25%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	92.80%	95.56%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	92.05%	96.09%
CHEMBL268	P43235	Cathepsin K	90.78%	96.85%
CHEMBL3060	Q9Y345	Glycine transporter 2	90.74%	99.17%
CHEMBL3359	P21462	Formyl peptide receptor 1	90.68%	93.56%
CHEMBL2039	P27338	Monoamine oxidase B	90.46%	92.51%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	90.08%	99.15%
CHEMBL1937	Q92769	Histone deacetylase 2	89.73%	94.75%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	88.34%	90.71%
CHEMBL2288	Q13526	Peptidyl-prolyl cis-trans isomerase NIMA-interacting 1	87.24%	91.71%
CHEMBL1994	P08235	Mineralocorticoid receptor	87.22%	100.00%
CHEMBL340	P08684	Cytochrome P450 3A4	87.08%	91.19%
CHEMBL3137262	O60341	LSD1/CoREST complex	86.57%	97.09%
CHEMBL2535	P11166	Glucose transporter	86.37%	98.75%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	84.61%	92.62%
CHEMBL2996	Q05655	Protein kinase C delta	84.60%	97.79%
CHEMBL1907	P15144	Aminopeptidase N	84.00%	93.31%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	83.94%	99.23%
CHEMBL1293249	Q13887	Kruppel-like factor 5	83.89%	86.33%
CHEMBL1806	P11388	DNA topoisomerase II alpha	83.44%	89.00%
CHEMBL5608	Q16288	NT-3 growth factor receptor	83.37%	95.89%
CHEMBL2964	P36507	Dual specificity mitogen-activated protein kinase kinase 2	83.28%	80.00%
CHEMBL2413	P32246	C-C chemokine receptor type 1	82.37%	89.50%
CHEMBL5163	Q9NY46	Sodium channel protein type III alpha subunit	82.02%	96.90%
CHEMBL4581	P52732	Kinesin-like protein 1	81.82%	93.18%
CHEMBL5852	Q96P65	Pyroglutamylated RFamide peptide receptor	81.78%	85.00%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	81.41%	91.07%
CHEMBL5103	Q969S8	Histone deacetylase 10	81.17%	90.08%
CHEMBL4227	P25090	Lipoxin A4 receptor	80.20%	100.00%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	80.13%	97.14%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 163195354
• LOTUS: LTS0228298
• wikiData: Q105270667