[(2S,4R,5R,7S,9R,10S,11S,13S,14R,15S,23S,25R)-9-(hexadecanoyloxymethyl)-10,11-dihydroxy-13,15-dimethyl-12-oxo-4-prop-1-en-2-yl-8,24,26,27-tetraoxaheptacyclo[12.10.1.14,23.15,23.01,6.07,9.011,25]heptacosan-2-yl]methyl benzoate

Details

• Internal ID: a55c82db-699a-4c9b-94cc-935f7b74aa6c
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Diterpenoids > Rhamnofolane and daphnane diterpenoids
• IUPAC Name: [(2S,4R,5R,7S,9R,10S,11S,13S,14R,15S,23S,25R)-9-(hexadecanoyloxymethyl)-10,11-dihydroxy-13,15-dimethyl-12-oxo-4-prop-1-en-2-yl-8,24,26,27-tetraoxaheptacyclo[12.10.1.14,23.15,23.01,6.07,9.011,25]heptacosan-2-yl]methyl benzoate
• InChI: InChI=1S/C53H78O11/c1-6-7-8-9-10-11-12-13-14-15-16-19-25-30-40(54)60-34-50-46(61-50)42-45-49(35(2)3)32-39(33-59-47(56)38-28-23-21-24-29-38)53(42)43-41(37(5)44(55)52(43,58)48(50)57)36(4)27-22-18-17-20-26-31-51(62-45,63-49)64-53/h21,23-24,28-29,36-37,39,41-43,45-46,48,57-58H,2,6-20,22,25-27,30-34H2,1,3-5H3/t36-,37-,39-,41-,42?,43+,45+,46-,48+,49+,50-,51+,52+,53?/m0/s1
• InChI Key: RTSSBJDGMQDKLK-AFMQOZNQSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₅₃H₇₈O₁₁
• Molecular Weight: 891.20 g/mol
• Exact Mass: 890.55441330 g/mol
• Topological Polar Surface Area (TPSA): 150.00 Ų
• XlogP: 12.40
• Atomic LogP (AlogP): 9.73
• H-Bond Acceptor: 11
• H-Bond Donor: 2
• Rotatable Bonds: 20

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9425	94.25%
Caco-2	-	0.8481	84.81%
Blood Brain Barrier	-	0.5750	57.50%
Human oral bioavailability	-	0.7714	77.14%
Subcellular localzation	Mitochondria	0.7673	76.73%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.7982	79.82%
OATP1B3 inhibitior	+	0.8950	89.50%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.8000	80.00%
BSEP inhibitior	+	0.9635	96.35%
P-glycoprotein inhibitior	+	0.7484	74.84%
P-glycoprotein substrate	+	0.7045	70.45%
CYP3A4 substrate	+	0.7359	73.59%
CYP2C9 substrate	-	0.8085	80.85%
CYP2D6 substrate	-	0.8558	85.58%
CYP3A4 inhibition	+	0.5982	59.82%
CYP2C9 inhibition	-	0.6936	69.36%
CYP2C19 inhibition	-	0.6897	68.97%
CYP2D6 inhibition	-	0.9119	91.19%
CYP1A2 inhibition	-	0.7032	70.32%
CYP2C8 inhibition	+	0.8034	80.34%
CYP inhibitory promiscuity	-	0.7966	79.66%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9800	98.00%
Carcinogenicity (trinary)	Non-required	0.5727	57.27%
Eye corrosion	-	0.9855	98.55%
Eye irritation	-	0.9031	90.31%
Skin irritation	-	0.6324	63.24%
Skin corrosion	-	0.9285	92.85%
Ames mutagenesis	-	0.7670	76.70%
Human Ether-a-go-go-Related Gene inhibition	+	0.6798	67.98%
Micronuclear	-	0.6600	66.00%
Hepatotoxicity	-	0.5394	53.94%
skin sensitisation	-	0.8625	86.25%
Respiratory toxicity	+	0.7000	70.00%
Reproductive toxicity	+	0.9111	91.11%
Mitochondrial toxicity	+	0.7875	78.75%
Nephrotoxicity	-	0.7477	74.77%
Acute Oral Toxicity (c)	III	0.3921	39.21%
Estrogen receptor binding	+	0.8023	80.23%
Androgen receptor binding	+	0.7575	75.75%
Thyroid receptor binding	+	0.5309	53.09%
Glucocorticoid receptor binding	+	0.6406	64.06%
Aromatase binding	+	0.6124	61.24%
PPAR gamma	+	0.7188	71.88%
Honey bee toxicity	-	0.7858	78.58%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	+	0.6700	67.00%
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
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	97.17%	91.11%
CHEMBL221	P23219	Cyclooxygenase-1	96.28%	90.17%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	96.17%	96.09%
CHEMBL3475	P05121	Plasminogen activator inhibitor-1	96.09%	83.00%
CHEMBL2581	P07339	Cathepsin D	95.76%	98.95%
CHEMBL2996	Q05655	Protein kinase C delta	95.59%	97.79%
CHEMBL1293249	Q13887	Kruppel-like factor 5	95.56%	86.33%
CHEMBL240	Q12809	HERG	94.72%	89.76%
CHEMBL299	P17252	Protein kinase C alpha	93.17%	98.03%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	93.08%	82.69%
CHEMBL1951	P21397	Monoamine oxidase A	92.69%	91.49%
CHEMBL218	P21554	Cannabinoid CB1 receptor	92.34%	96.61%
CHEMBL3137262	O60341	LSD1/CoREST complex	91.60%	97.09%
CHEMBL5255	O00206	Toll-like receptor 4	91.38%	92.50%
CHEMBL253	P34972	Cannabinoid CB2 receptor	90.81%	97.25%
CHEMBL2265	P23141	Acyl coenzyme A:cholesterol acyltransferase	90.72%	85.94%
CHEMBL1821	P08173	Muscarinic acetylcholine receptor M4	89.45%	94.08%
CHEMBL4227	P25090	Lipoxin A4 receptor	88.64%	100.00%
CHEMBL2035	P08912	Muscarinic acetylcholine receptor M5	88.63%	94.62%
CHEMBL3351	Q13085	Acetyl-CoA carboxylase 1	88.61%	93.04%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	88.14%	99.23%
CHEMBL3359	P21462	Formyl peptide receptor 1	87.75%	93.56%
CHEMBL3060	Q9Y345	Glycine transporter 2	87.43%	99.17%
CHEMBL2274	Q9H228	Sphingosine 1-phosphate receptor Edg-8	86.91%	100.00%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	85.18%	92.62%
CHEMBL340	P08684	Cytochrome P450 3A4	85.03%	91.19%
CHEMBL5608	Q16288	NT-3 growth factor receptor	84.58%	95.89%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	84.51%	97.14%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	83.81%	95.56%
CHEMBL5028	O14672	ADAM10	81.98%	97.50%
CHEMBL4769	O95749	Geranylgeranyl pyrophosphate synthetase	81.45%	92.08%
CHEMBL1806	P11388	DNA topoisomerase II alpha	80.55%	89.00%

Plants that contains it

• Wikstroemia retusa

Cross-Links

• PubChem: 101949531
• LOTUS: LTS0187708
• wikiData: Q105245371