[2-hydroxy-6-[(1S,2R,3R,5R,6R,9S,14S,15R,18S)-3-hydroxy-2,6,14-trimethyl-9-phenyl-8-oxahexacyclo[16.3.1.01,18.02,15.05,14.06,11]docosa-11,16-dien-19-yl]-7-methoxy-2-methyl-4,7-dioxoheptyl] octadecanoate

Details

• Internal ID: 904f0809-55b4-4b44-b6e4-470815fa0ad9
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Triterpenoids
• IUPAC Name: [2-hydroxy-6-[(1S,2R,3R,5R,6R,9S,14S,15R,18S)-3-hydroxy-2,6,14-trimethyl-9-phenyl-8-oxahexacyclo[16.3.1.01,18.02,15.05,14.06,11]docosa-11,16-dien-19-yl]-7-methoxy-2-methyl-4,7-dioxoheptyl] octadecanoate
• InChI: InChI=1S/C57H86O8/c1-7-8-9-10-11-12-13-14-15-16-17-18-19-20-24-27-50(60)65-39-52(2,62)37-43(58)35-44(51(61)63-6)45-29-33-57-38-56(45,57)32-30-47-53(3)31-28-42-34-46(41-25-22-21-23-26-41)64-40-54(42,4)48(53)36-49(59)55(47,57)5/h21-23,25-26,28,30,32,44-49,59,62H,7-20,24,27,29,31,33-40H2,1-6H3/t44?,45?,46-,47+,48+,49+,52?,53+,54-,55-,56+,57+/m0/s1
• InChI Key: KFKRWRLIDFYRTG-ORIQFPSJSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₅₇H₈₆O₈
• Molecular Weight: 899.30 g/mol
• Exact Mass: 898.63226970 g/mol
• Topological Polar Surface Area (TPSA): 119.00 Ų
• XlogP: 13.40
• Atomic LogP (AlogP): 12.54
• H-Bond Acceptor: 8
• H-Bond Donor: 2
• Rotatable Bonds: 25

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9763	97.63%
Caco-2	-	0.8477	84.77%
Blood Brain Barrier	+	0.7500	75.00%
Human oral bioavailability	-	0.8000	80.00%
Subcellular localzation	Mitochondria	0.7534	75.34%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8056	80.56%
OATP1B3 inhibitior	+	0.9689	96.89%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.8500	85.00%
BSEP inhibitior	+	0.9857	98.57%
P-glycoprotein inhibitior	+	0.7580	75.80%
P-glycoprotein substrate	+	0.7730	77.30%
CYP3A4 substrate	+	0.7538	75.38%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8422	84.22%
CYP3A4 inhibition	+	0.5407	54.07%
CYP2C9 inhibition	-	0.7942	79.42%
CYP2C19 inhibition	-	0.8092	80.92%
CYP2D6 inhibition	-	0.9170	91.70%
CYP1A2 inhibition	-	0.7760	77.60%
CYP2C8 inhibition	+	0.8786	87.86%
CYP inhibitory promiscuity	-	0.7602	76.02%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Non-required	0.5895	58.95%
Eye corrosion	-	0.9898	98.98%
Eye irritation	-	0.9033	90.33%
Skin irritation	-	0.5741	57.41%
Skin corrosion	-	0.9427	94.27%
Ames mutagenesis	-	0.5700	57.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7467	74.67%
Micronuclear	-	0.6000	60.00%
Hepatotoxicity	-	0.5750	57.50%
skin sensitisation	-	0.8988	89.88%
Respiratory toxicity	+	0.6556	65.56%
Reproductive toxicity	+	0.9667	96.67%
Mitochondrial toxicity	+	0.8250	82.50%
Nephrotoxicity	+	0.4857	48.57%
Acute Oral Toxicity (c)	I	0.5457	54.57%
Estrogen receptor binding	+	0.8277	82.77%
Androgen receptor binding	+	0.7670	76.70%
Thyroid receptor binding	+	0.5715	57.15%
Glucocorticoid receptor binding	+	0.7818	78.18%
Aromatase binding	+	0.5779	57.79%
PPAR gamma	+	0.7650	76.50%
Honey bee toxicity	-	0.6933	69.33%
Biodegradation	-	0.7250	72.50%
Crustacea aquatic toxicity	+	0.6950	69.50%
Fish aquatic toxicity	+	0.9902	99.02%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2581	P07339	Cathepsin D	99.44%	98.95%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	99.19%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	98.69%	96.09%
CHEMBL221	P23219	Cyclooxygenase-1	98.39%	90.17%
CHEMBL2996	Q05655	Protein kinase C delta	97.87%	97.79%
CHEMBL299	P17252	Protein kinase C alpha	95.92%	98.03%
CHEMBL3137262	O60341	LSD1/CoREST complex	94.96%	97.09%
CHEMBL4227	P25090	Lipoxin A4 receptor	94.35%	100.00%
CHEMBL3060	Q9Y345	Glycine transporter 2	93.88%	99.17%
CHEMBL253	P34972	Cannabinoid CB2 receptor	93.41%	97.25%
CHEMBL4051	P13569	Cystic fibrosis transmembrane conductance regulator	92.36%	95.71%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	92.33%	95.56%
CHEMBL1821	P08173	Muscarinic acetylcholine receptor M4	91.57%	94.08%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	90.88%	99.23%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	90.79%	82.69%
CHEMBL1293249	Q13887	Kruppel-like factor 5	90.38%	86.33%
CHEMBL5028	O14672	ADAM10	90.10%	97.50%
CHEMBL1806	P11388	DNA topoisomerase II alpha	88.69%	89.00%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	88.29%	92.62%
CHEMBL2274	Q9H228	Sphingosine 1-phosphate receptor Edg-8	87.78%	100.00%
CHEMBL3359	P21462	Formyl peptide receptor 1	87.12%	93.56%
CHEMBL2001	Q9H244	Purinergic receptor P2Y12	86.21%	96.00%
CHEMBL2959	Q08881	Tyrosine-protein kinase ITK/TSK	85.74%	95.00%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	85.59%	97.14%
CHEMBL3430907	Q96GD4	Aurora kinase B/Inner centromere protein	85.32%	97.50%
CHEMBL340	P08684	Cytochrome P450 3A4	83.55%	91.19%
CHEMBL5255	O00206	Toll-like receptor 4	83.44%	92.50%
CHEMBL2035	P08912	Muscarinic acetylcholine receptor M5	82.93%	94.62%
CHEMBL3807	P17706	T-cell protein-tyrosine phosphatase	82.84%	93.00%
CHEMBL3130	O00329	PI3-kinase p110-delta subunit	82.82%	96.47%
CHEMBL4662	P28074	Proteasome Macropain subunit MB1	82.29%	93.85%
CHEMBL3891	P07384	Calpain 1	81.66%	93.04%

Plants that contains it

• Dichapetalum madagascariense

Cross-Links

• PubChem: 102003026
• LOTUS: LTS0095555
• wikiData: Q105140434