9-O-[[(1R,3aS,5aR,5bR,7aR,9S,11aS,11bR,13aR,13bS)-9-[(E)-3-(4-hydroxyphenyl)prop-2-enoyl]oxy-5a,5b,8,8,11a-pentamethyl-1-prop-1-en-2-yl-1,2,3,4,5,6,7,7a,9,10,11,11b,12,13,13a,13b-hexadecahydrocyclopenta[a]chrysen-3a-yl]methyl] 1-O-ethyl nonanedioate

Details

• Internal ID: 0471f782-725f-45d6-a1b9-6e1af6677e43
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Triterpenoids
• IUPAC Name: 9-O-[[(1R,3aS,5aR,5bR,7aR,9S,11aS,11bR,13aR,13bS)-9-[(E)-3-(4-hydroxyphenyl)prop-2-enoyl]oxy-5a,5b,8,8,11a-pentamethyl-1-prop-1-en-2-yl-1,2,3,4,5,6,7,7a,9,10,11,11b,12,13,13a,13b-hexadecahydrocyclopenta[a]chrysen-3a-yl]methyl] 1-O-ethyl nonanedioate
• SMILES (Canonical): CCOC(=O)CCCCCCCC(=O)OCC12CCC(C1C3CCC4C5(CCC(C(C5CCC4(C3(CC2)C)C)(C)C)OC(=O)C=CC6=CC=C(C=C6)O)C)C(=C)C
• SMILES (Isomeric): CCOC(=O)CCCCCCCC(=O)OC[C@]12CC[C@H]([C@H]1[C@H]3CC[C@@H]4[C@@]5(CC[C@@H](C([C@@H]5CC[C@]4([C@@]3(CC2)C)C)(C)C)OC(=O)/C=C/C6=CC=C(C=C6)O)C)C(=C)C
• InChI: InChI=1S/C50H74O7/c1-9-55-42(52)15-13-11-10-12-14-16-43(53)56-33-50-30-25-37(34(2)3)45(50)38-22-23-40-47(6)28-27-41(57-44(54)24-19-35-17-20-36(51)21-18-35)46(4,5)39(47)26-29-49(40,8)48(38,7)31-32-50/h17-21,24,37-41,45,51H,2,9-16,22-23,25-33H2,1,3-8H3/b24-19+/t37-,38+,39-,40+,41-,45-,47+,48+,49+,50+/m0/s1
• InChI Key: WXJJRWAWCVLTDM-ONZZGBBMSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₅₀H₇₄O₇
• Molecular Weight: 787.10 g/mol
• Exact Mass: 786.54345470 g/mol
• Topological Polar Surface Area (TPSA): 99.10 Ų
• XlogP: 13.60
• Atomic LogP (AlogP): 11.81
• H-Bond Acceptor: 7
• H-Bond Donor: 1
• Rotatable Bonds: 15

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9954	99.54%
Caco-2	-	0.8524	85.24%
Blood Brain Barrier	+	0.6750	67.50%
Human oral bioavailability	-	0.8714	87.14%
Subcellular localzation	Mitochondria	0.8329	83.29%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8316	83.16%
OATP1B3 inhibitior	+	0.8813	88.13%
MATE1 inhibitior	-	0.6600	66.00%
OCT2 inhibitior	-	0.7250	72.50%
BSEP inhibitior	+	0.9763	97.63%
P-glycoprotein inhibitior	+	0.7674	76.74%
P-glycoprotein substrate	+	0.6022	60.22%
CYP3A4 substrate	+	0.7492	74.92%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8777	87.77%
CYP3A4 inhibition	-	0.6292	62.92%
CYP2C9 inhibition	-	0.6519	65.19%
CYP2C19 inhibition	-	0.5403	54.03%
CYP2D6 inhibition	-	0.8910	89.10%
CYP1A2 inhibition	-	0.7502	75.02%
CYP2C8 inhibition	+	0.8832	88.32%
CYP inhibitory promiscuity	-	0.6807	68.07%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9300	93.00%
Carcinogenicity (trinary)	Non-required	0.6053	60.53%
Eye corrosion	-	0.9938	99.38%
Eye irritation	-	0.9078	90.78%
Skin irritation	-	0.6904	69.04%
Skin corrosion	-	0.9708	97.08%
Ames mutagenesis	-	0.6500	65.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.6923	69.23%
Micronuclear	-	0.7700	77.00%
Hepatotoxicity	-	0.7625	76.25%
skin sensitisation	-	0.8014	80.14%
Respiratory toxicity	+	0.6222	62.22%
Reproductive toxicity	+	0.9111	91.11%
Mitochondrial toxicity	+	0.5500	55.00%
Nephrotoxicity	-	0.8299	82.99%
Acute Oral Toxicity (c)	III	0.7044	70.44%
Estrogen receptor binding	+	0.8278	82.78%
Androgen receptor binding	+	0.7872	78.72%
Thyroid receptor binding	+	0.5531	55.31%
Glucocorticoid receptor binding	+	0.7372	73.72%
Aromatase binding	+	0.6693	66.93%
PPAR gamma	+	0.7640	76.40%
Honey bee toxicity	-	0.7044	70.44%
Biodegradation	-	0.7500	75.00%
Crustacea aquatic toxicity	+	0.6224	62.24%
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
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	97.64%	96.09%
CHEMBL2996	Q05655	Protein kinase C delta	96.27%	97.79%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	94.75%	91.11%
CHEMBL1293249	Q13887	Kruppel-like factor 5	94.64%	86.33%
CHEMBL1937	Q92769	Histone deacetylase 2	93.99%	94.75%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	93.81%	94.45%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	93.35%	95.56%
CHEMBL3060	Q9Y345	Glycine transporter 2	93.31%	99.17%
CHEMBL3137262	O60341	LSD1/CoREST complex	91.54%	97.09%
CHEMBL241	Q14432	Phosphodiesterase 3A	90.09%	92.94%
CHEMBL4227	P25090	Lipoxin A4 receptor	89.36%	100.00%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	88.88%	95.89%
CHEMBL206	P03372	Estrogen receptor alpha	88.43%	97.64%
CHEMBL1806	P11388	DNA topoisomerase II alpha	88.25%	89.00%
CHEMBL5966	P55899	IgG receptor FcRn large subunit p51	88.04%	90.93%
CHEMBL2581	P07339	Cathepsin D	87.67%	98.95%
CHEMBL225	P28335	Serotonin 2c (5-HT2c) receptor	87.51%	89.62%
CHEMBL2274	Q9H228	Sphingosine 1-phosphate receptor Edg-8	86.87%	100.00%
CHEMBL5608	Q16288	NT-3 growth factor receptor	86.86%	95.89%
CHEMBL5255	O00206	Toll-like receptor 4	86.72%	92.50%
CHEMBL325	Q13547	Histone deacetylase 1	86.45%	95.92%
CHEMBL3192	Q9BY41	Histone deacetylase 8	85.65%	93.99%
CHEMBL1994	P08235	Mineralocorticoid receptor	85.47%	100.00%
CHEMBL340	P08684	Cytochrome P450 3A4	82.38%	91.19%
CHEMBL5028	O14672	ADAM10	81.93%	97.50%
CHEMBL1829	O15379	Histone deacetylase 3	81.74%	95.00%
CHEMBL4145	Q9UKV0	Histone deacetylase 9	81.51%	85.49%
CHEMBL3524	P56524	Histone deacetylase 4	81.11%	92.97%
CHEMBL5852	Q96P65	Pyroglutamylated RFamide peptide receptor	80.73%	85.00%
CHEMBL3713062	P10646	Tissue factor pathway inhibitor	80.52%	97.33%
CHEMBL233	P35372	Mu opioid receptor	80.05%	97.93%

Plants that contains it

• Diospyros maritima

Cross-Links

• PubChem: 162896797
• LOTUS: LTS0109312
• wikiData: Q105314686