[(3S,7R,9S,10R,11R,15R,17S,18S,19S)-9,10,11,17,18-pentahydroxy-3,7,11,15,19-pentamethyltetracosyl] 3-(4-hydroxyphenyl)propanoate

Details

• Internal ID: 2811400d-d856-437c-a2f3-ddb1b8d73d45
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Sesterterpenoids
• IUPAC Name: [(3S,7R,9S,10R,11R,15R,17S,18S,19S)-9,10,11,17,18-pentahydroxy-3,7,11,15,19-pentamethyltetracosyl] 3-(4-hydroxyphenyl)propanoate
• SMILES (Canonical): CCCCCC(C)C(C(CC(C)CCCC(C)(C(C(CC(C)CCCC(C)CCOC(=O)CCC1=CC=C(C=C1)O)O)O)O)O)O
• SMILES (Isomeric): CCCCC[C@H](C)[C@@H]([C@H](C[C@H](C)CCC[C@](C)([C@@H]([C@H](C[C@H](C)CCC[C@H](C)CCOC(=O)CCC1=CC=C(C=C1)O)O)O)O)O)O
• InChI: InChI=1S/C38H68O8/c1-7-8-9-15-30(5)36(43)33(40)25-29(4)14-11-23-38(6,45)37(44)34(41)26-28(3)13-10-12-27(2)22-24-46-35(42)21-18-31-16-19-32(39)20-17-31/h16-17,19-20,27-30,33-34,36-37,39-41,43-45H,7-15,18,21-26H2,1-6H3/t27-,28+,29+,30-,33-,34-,36-,37+,38+/m0/s1
• InChI Key: INTOSLLQTKHVJP-GLZYASMNSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₈H₆₈O₈
• Molecular Weight: 652.90 g/mol
• Exact Mass: 652.49141912 g/mol
• Topological Polar Surface Area (TPSA): 148.00 Ų
• XlogP: 8.40
• Atomic LogP (AlogP): 6.70
• H-Bond Acceptor: 8
• H-Bond Donor: 6
• Rotatable Bonds: 26

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9579	95.79%
Caco-2	-	0.8409	84.09%
Blood Brain Barrier	-	0.7250	72.50%
Human oral bioavailability	-	0.8286	82.86%
Subcellular localzation	Mitochondria	0.8867	88.67%
OATP2B1 inhibitior	-	0.5703	57.03%
OATP1B1 inhibitior	+	0.8109	81.09%
OATP1B3 inhibitior	+	0.8767	87.67%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	0.8542	85.42%
BSEP inhibitior	+	0.6591	65.91%
P-glycoprotein inhibitior	+	0.6683	66.83%
P-glycoprotein substrate	+	0.7513	75.13%
CYP3A4 substrate	+	0.6621	66.21%
CYP2C9 substrate	-	0.6009	60.09%
CYP2D6 substrate	-	0.8282	82.82%
CYP3A4 inhibition	-	0.6592	65.92%
CYP2C9 inhibition	-	0.6712	67.12%
CYP2C19 inhibition	-	0.7786	77.86%
CYP2D6 inhibition	-	0.9190	91.90%
CYP1A2 inhibition	-	0.6402	64.02%
CYP2C8 inhibition	+	0.7314	73.14%
CYP inhibitory promiscuity	-	0.9311	93.11%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.8900	89.00%
Carcinogenicity (trinary)	Non-required	0.6727	67.27%
Eye corrosion	-	0.9940	99.40%
Eye irritation	-	0.9118	91.18%
Skin irritation	-	0.7464	74.64%
Skin corrosion	-	0.9706	97.06%
Ames mutagenesis	-	0.8400	84.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.3648	36.48%
Micronuclear	-	0.9000	90.00%
Hepatotoxicity	-	0.5801	58.01%
skin sensitisation	-	0.6556	65.56%
Respiratory toxicity	-	0.5333	53.33%
Reproductive toxicity	+	0.5778	57.78%
Mitochondrial toxicity	+	0.5750	57.50%
Nephrotoxicity	-	0.7378	73.78%
Acute Oral Toxicity (c)	III	0.6243	62.43%
Estrogen receptor binding	+	0.6589	65.89%
Androgen receptor binding	+	0.7692	76.92%
Thyroid receptor binding	-	0.5502	55.02%
Glucocorticoid receptor binding	+	0.5902	59.02%
Aromatase binding	+	0.5675	56.75%
PPAR gamma	+	0.5197	51.97%
Honey bee toxicity	-	0.8491	84.91%
Biodegradation	-	0.7250	72.50%
Crustacea aquatic toxicity	+	0.5400	54.00%
Fish aquatic toxicity	+	0.9820	98.20%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2581	P07339	Cathepsin D	99.34%	98.95%
CHEMBL253	P34972	Cannabinoid CB2 receptor	99.30%	97.25%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	98.16%	96.09%
CHEMBL3892	Q99500	Sphingosine 1-phosphate receptor Edg-3	97.68%	97.29%
CHEMBL3060	Q9Y345	Glycine transporter 2	97.45%	99.17%
CHEMBL2274	Q9H228	Sphingosine 1-phosphate receptor Edg-8	95.30%	100.00%
CHEMBL1907	P15144	Aminopeptidase N	94.42%	93.31%
CHEMBL2996	Q05655	Protein kinase C delta	93.05%	97.79%
CHEMBL3401	O75469	Pregnane X receptor	92.61%	94.73%
CHEMBL1907591	P30926	Neuronal acetylcholine receptor; alpha4/beta4	92.33%	100.00%
CHEMBL242	Q92731	Estrogen receptor beta	91.38%	98.35%
CHEMBL3359	P21462	Formyl peptide receptor 1	91.09%	93.56%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	90.92%	94.45%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	90.76%	91.11%
CHEMBL1293249	Q13887	Kruppel-like factor 5	90.66%	86.33%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	89.76%	90.71%
CHEMBL3437	Q16853	Amine oxidase, copper containing	89.08%	94.00%
CHEMBL2035	P08912	Muscarinic acetylcholine receptor M5	88.68%	94.62%
CHEMBL4769	O95749	Geranylgeranyl pyrophosphate synthetase	88.33%	92.08%
CHEMBL4835	P00338	L-lactate dehydrogenase A chain	88.08%	95.34%
CHEMBL3230	O95977	Sphingosine 1-phosphate receptor Edg-6	86.65%	94.01%
CHEMBL2288	Q13526	Peptidyl-prolyl cis-trans isomerase NIMA-interacting 1	85.69%	91.71%
CHEMBL4227	P25090	Lipoxin A4 receptor	85.56%	100.00%
CHEMBL5939	Q9NZ08	Endoplasmic reticulum aminopeptidase 1	84.34%	100.00%
CHEMBL211	P08172	Muscarinic acetylcholine receptor M2	82.17%	94.97%
CHEMBL1907588	P02708	Acetylcholine receptor; alpha1/beta1/delta/gamma	81.64%	98.33%
CHEMBL2535	P11166	Glucose transporter	81.59%	98.75%
CHEMBL3004	P33527	Multidrug resistance-associated protein 1	81.23%	96.37%
CHEMBL5163	Q9NY46	Sodium channel protein type III alpha subunit	81.08%	96.90%
CHEMBL2514	O95665	Neurotensin receptor 2	80.58%	100.00%

Plants that contains it

• Oryza sativa

Cross-Links

• PubChem: 162963646
• LOTUS: LTS0005185
• wikiData: Q105116393