[(1R,2R,6S,7S,8R,10S,12R,14S,16S,17R,18R)-17-acetyloxy-6,7-dihydroxy-4,18-dimethyl-5-oxo-16-prop-1-en-2-yl-14-[(1E,3E)-tetradeca-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 hexadecanoate

Details

• Internal ID: 26e5027a-db65-4001-aa53-0870a41b35cc
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Diterpenoids > Rhamnofolane and daphnane diterpenoids
• IUPAC Name: [(1R,2R,6S,7S,8R,10S,12R,14S,16S,17R,18R)-17-acetyloxy-6,7-dihydroxy-4,18-dimethyl-5-oxo-16-prop-1-en-2-yl-14-[(1E,3E)-tetradeca-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 hexadecanoate
• SMILES (Canonical): CCCCCCCCCCCCCCCC(=O)OCC12C(O1)C3C4C5(C(C(C3(C6C=C(C(=O)C6(C2O)O)C)OC(O4)(O5)C=CC=CCCCCCCCCCC)C)OC(=O)C)C(=C)C
• SMILES (Isomeric): CCCCCCCCCCCCCCCC(=O)OC[C@@]12[C@@H](O1)C3[C@@H]4[C@@]5([C@@H]([C@H]([C@@]3([C@@H]6C=C(C(=O)[C@]6([C@@H]2O)O)C)O[C@](O4)(O5)/C=C/C=C/CCCCCCCCCC)C)OC(=O)C)C(=C)C
• InChI: InChI=1S/C53H82O11/c1-8-10-12-14-16-18-20-22-23-25-27-29-31-33-42(55)59-36-49-46(61-49)43-47-52(37(3)4)45(60-40(7)54)39(6)53(43,41-35-38(5)44(56)51(41,58)48(49)57)64-50(62-47,63-52)34-32-30-28-26-24-21-19-17-15-13-11-9-2/h28,30,32,34-35,39,41,43,45-48,57-58H,3,8-27,29,31,33,36H2,1-2,4-7H3/b30-28+,34-32+/t39-,41-,43?,45-,46+,47-,48-,49+,50-,51-,52+,53+/m1/s1
• InChI Key: YTPXZROKHIYLNT-MNUFALBUSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₅₃H₈₂O₁₁
• Molecular Weight: 895.20 g/mol
• Exact Mass: 894.58571343 g/mol
• Topological Polar Surface Area (TPSA): 150.00 Ų
• XlogP: 13.20
• Atomic LogP (AlogP): 10.39
• H-Bond Acceptor: 11
• H-Bond Donor: 2
• Rotatable Bonds: 29

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	-	0.8467	84.67%
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	+	0.7856	78.56%
OATP1B3 inhibitior	+	0.9117	91.17%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	0.7750	77.50%
BSEP inhibitior	+	0.9817	98.17%
P-glycoprotein inhibitior	+	0.7537	75.37%
P-glycoprotein substrate	+	0.6618	66.18%
CYP3A4 substrate	+	0.7173	71.73%
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	+	0.7586	75.86%
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	-	0.9012	90.12%
Skin irritation	-	0.5562	55.62%
Skin corrosion	-	0.9240	92.40%
Ames mutagenesis	-	0.7500	75.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7127	71.27%
Micronuclear	-	0.7000	70.00%
Hepatotoxicity	-	0.6875	68.75%
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	+	0.5110	51.10%
Acute Oral Toxicity (c)	III	0.4553	45.53%
Estrogen receptor binding	+	0.8063	80.63%
Androgen receptor binding	+	0.7423	74.23%
Thyroid receptor binding	+	0.5490	54.90%
Glucocorticoid receptor binding	+	0.7047	70.47%
Aromatase binding	+	0.6196	61.96%
PPAR gamma	+	0.7073	70.73%
Honey bee toxicity	-	0.7487	74.87%
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	98.38%	91.11%
CHEMBL2996	Q05655	Protein kinase C delta	98.05%	97.79%
CHEMBL3060	Q9Y345	Glycine transporter 2	97.02%	99.17%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	96.34%	96.09%
CHEMBL2581	P07339	Cathepsin D	95.35%	98.95%
CHEMBL2265	P23141	Acyl coenzyme A:cholesterol acyltransferase	95.23%	85.94%
CHEMBL299	P17252	Protein kinase C alpha	94.85%	98.03%
CHEMBL1293249	Q13887	Kruppel-like factor 5	92.78%	86.33%
CHEMBL4040	P28482	MAP kinase ERK2	90.13%	83.82%
CHEMBL5103	Q969S8	Histone deacetylase 10	89.15%	90.08%
CHEMBL4481	P35228	Nitric oxide synthase, inducible	89.13%	94.80%
CHEMBL5163	Q9NY46	Sodium channel protein type III alpha subunit	87.71%	96.90%
CHEMBL2072	P35499	Sodium channel protein type IV alpha subunit	87.17%	92.32%
CHEMBL2001	Q9H244	Purinergic receptor P2Y12	86.98%	96.00%
CHEMBL4769	O95749	Geranylgeranyl pyrophosphate synthetase	86.82%	92.08%
CHEMBL5255	O00206	Toll-like receptor 4	86.67%	92.50%
CHEMBL1293267	Q9HC97	G-protein coupled receptor 35	86.19%	89.34%
CHEMBL3401	O75469	Pregnane X receptor	86.15%	94.73%
CHEMBL3045	P05771	Protein kinase C beta	86.13%	97.63%
CHEMBL230	P35354	Cyclooxygenase-2	85.92%	89.63%
CHEMBL1806	P11388	DNA topoisomerase II alpha	84.50%	89.00%
CHEMBL2035	P08912	Muscarinic acetylcholine receptor M5	84.17%	94.62%
CHEMBL1907602	P06493	Cyclin-dependent kinase 1/cyclin B1	83.50%	91.24%
CHEMBL221	P23219	Cyclooxygenase-1	83.43%	90.17%
CHEMBL3130	O00329	PI3-kinase p110-delta subunit	83.07%	96.47%
CHEMBL3359	P21462	Formyl peptide receptor 1	82.73%	93.56%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	82.72%	95.56%
CHEMBL2274	Q9H228	Sphingosine 1-phosphate receptor Edg-8	81.71%	100.00%
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: 101949525
• LOTUS: LTS0163466
• wikiData: Q105361856