[(1R,2R,6S,7S,8R,10S,11S,12R,14S,16S,17R,18R)-17-acetyloxy-6,7-dihydroxy-4,18-dimethyl-5-oxo-16-prop-1-en-2-yl-14-[(1E,3E)-trideca-1,3-dienyl]-9,13,15,19-tetraoxahexacyclo[12.4.1.01,11.02,6.08,10.012,16]nonadec-3-en-8-yl]methyl (E)-pentadec-5-enoate

Details

• Internal ID: 3702f917-22af-412c-9f3b-af9f210cb0be
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Diterpenoids > Rhamnofolane and daphnane diterpenoids
• IUPAC Name: [(1R,2R,6S,7S,8R,10S,11S,12R,14S,16S,17R,18R)-17-acetyloxy-6,7-dihydroxy-4,18-dimethyl-5-oxo-16-prop-1-en-2-yl-14-[(1E,3E)-trideca-1,3-dienyl]-9,13,15,19-tetraoxahexacyclo[12.4.1.01,11.02,6.08,10.012,16]nonadec-3-en-8-yl]methyl (E)-pentadec-5-enoate
• InChI: InChI=1S/C51H76O11/c1-8-10-12-14-16-18-20-21-23-25-27-29-31-40(53)57-34-47-44(59-47)41-45-50(35(3)4)43(58-38(7)52)37(6)51(41,39-33-36(5)42(54)49(39,56)46(47)55)62-48(60-45,61-50)32-30-28-26-24-22-19-17-15-13-11-9-2/h23,25-26,28,30,32-33,37,39,41,43-46,55-56H,3,8-22,24,27,29,31,34H2,1-2,4-7H3/b25-23+,28-26+,32-30+/t37-,39-,41+,43-,44+,45-,46-,47+,48-,49-,50+,51+/m1/s1
• InChI Key: YUDODVIHLKUPET-DIZRXHJYSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₅₁H₇₆O₁₁
• Molecular Weight: 865.10 g/mol
• Exact Mass: 864.53876324 g/mol
• Topological Polar Surface Area (TPSA): 150.00 Ų
• XlogP: 11.20
• Atomic LogP (AlogP): 9.39
• H-Bond Acceptor: 11
• H-Bond Donor: 2
• Rotatable Bonds: 26

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9521	95.21%
Caco-2	-	0.8477	84.77%
Blood Brain Barrier	-	0.5750	57.50%
Human oral bioavailability	-	0.7000	70.00%
Subcellular localzation	Mitochondria	0.7910	79.10%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.7735	77.35%
OATP1B3 inhibitior	+	0.9117	91.17%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	0.7750	77.50%
BSEP inhibitior	+	0.9901	99.01%
P-glycoprotein inhibitior	+	0.7561	75.61%
P-glycoprotein substrate	+	0.6643	66.43%
CYP3A4 substrate	+	0.7215	72.15%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8866	88.66%
CYP3A4 inhibition	-	0.5168	51.68%
CYP2C9 inhibition	-	0.6830	68.30%
CYP2C19 inhibition	-	0.7438	74.38%
CYP2D6 inhibition	-	0.9204	92.04%
CYP1A2 inhibition	-	0.7258	72.58%
CYP2C8 inhibition	+	0.7691	76.91%
CYP inhibitory promiscuity	-	0.8349	83.49%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.9800	98.00%
Carcinogenicity (trinary)	Non-required	0.5898	58.98%
Eye corrosion	-	0.9851	98.51%
Eye irritation	-	0.9032	90.32%
Skin irritation	-	0.5562	55.62%
Skin corrosion	-	0.9240	92.40%
Ames mutagenesis	-	0.7400	74.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7843	78.43%
Micronuclear	-	0.7000	70.00%
Hepatotoxicity	-	0.7000	70.00%
skin sensitisation	-	0.8687	86.87%
Respiratory toxicity	+	0.6667	66.67%
Reproductive toxicity	+	0.8778	87.78%
Mitochondrial toxicity	+	0.7500	75.00%
Nephrotoxicity	+	0.4929	49.29%
Acute Oral Toxicity (c)	III	0.4553	45.53%
Estrogen receptor binding	+	0.8267	82.67%
Androgen receptor binding	+	0.7444	74.44%
Thyroid receptor binding	+	0.5798	57.98%
Glucocorticoid receptor binding	+	0.7068	70.68%
Aromatase binding	+	0.6075	60.75%
PPAR gamma	+	0.7334	73.34%
Honey bee toxicity	-	0.7456	74.56%
Biodegradation	-	0.8500	85.00%
Crustacea aquatic toxicity	+	0.7253	72.53%
Fish aquatic toxicity	+	0.9973	99.73%

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	98.15%	91.11%
CHEMBL2996	Q05655	Protein kinase C delta	97.53%	97.79%
CHEMBL3060	Q9Y345	Glycine transporter 2	96.66%	99.17%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	96.00%	96.09%
CHEMBL2581	P07339	Cathepsin D	95.52%	98.95%
CHEMBL2265	P23141	Acyl coenzyme A:cholesterol acyltransferase	93.81%	85.94%
CHEMBL1293249	Q13887	Kruppel-like factor 5	92.51%	86.33%
CHEMBL299	P17252	Protein kinase C alpha	92.27%	98.03%
CHEMBL5103	Q969S8	Histone deacetylase 10	89.70%	90.08%
CHEMBL4481	P35228	Nitric oxide synthase, inducible	89.10%	94.80%
CHEMBL5163	Q9NY46	Sodium channel protein type III alpha subunit	87.71%	96.90%
CHEMBL221	P23219	Cyclooxygenase-1	87.51%	90.17%
CHEMBL4769	O95749	Geranylgeranyl pyrophosphate synthetase	87.50%	92.08%
CHEMBL2001	Q9H244	Purinergic receptor P2Y12	87.47%	96.00%
CHEMBL3401	O75469	Pregnane X receptor	87.22%	94.73%
CHEMBL2072	P35499	Sodium channel protein type IV alpha subunit	87.17%	92.32%
CHEMBL1293267	Q9HC97	G-protein coupled receptor 35	86.19%	89.34%
CHEMBL5255	O00206	Toll-like receptor 4	84.83%	92.50%
CHEMBL1907602	P06493	Cyclin-dependent kinase 1/cyclin B1	84.15%	91.24%
CHEMBL2035	P08912	Muscarinic acetylcholine receptor M5	84.07%	94.62%
CHEMBL1806	P11388	DNA topoisomerase II alpha	83.94%	89.00%
CHEMBL230	P35354	Cyclooxygenase-2	83.70%	89.63%
CHEMBL3359	P21462	Formyl peptide receptor 1	82.73%	93.56%
CHEMBL3130	O00329	PI3-kinase p110-delta subunit	82.50%	96.47%
CHEMBL2274	Q9H228	Sphingosine 1-phosphate receptor Edg-8	82.22%	100.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	81.32%	95.56%
CHEMBL4040	P28482	MAP kinase ERK2	81.17%	83.82%
CHEMBL1781	P11387	DNA topoisomerase I	80.77%	97.00%
CHEMBL340	P08684	Cytochrome P450 3A4	80.19%	91.19%
CHEMBL4227	P25090	Lipoxin A4 receptor	80.15%	100.00%

Plants that contains it

• Wikstroemia retusa

Cross-Links

• PubChem: 162990459
• LOTUS: LTS0186010
• wikiData: Q105362649