methyl (1R,4S,5R,9S,10R,13R,15R)-5,9-dimethyl-14-methylidene-15-[(2R,3R,4R,5R,6R)-3,4,5-triacetyloxy-6-(prop-1-en-2-yloxymethyl)oxan-2-yl]oxytetracyclo[11.2.1.01,10.04,9]hexadecane-5-carboxylate

Details

• Internal ID: 41d5b14d-c040-465a-802b-976c8ab95b33
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene glycosides > Diterpene glycosides
• IUPAC Name: methyl (1R,4S,5R,9S,10R,13R,15R)-5,9-dimethyl-14-methylidene-15-[(2R,3R,4R,5R,6R)-3,4,5-triacetyloxy-6-(prop-1-en-2-yloxymethyl)oxan-2-yl]oxytetracyclo[11.2.1.01,10.04,9]hexadecane-5-carboxylate
• SMILES (Canonical): CC(=C)OCC1C(C(C(C(O1)OC2C(=C)C3CCC4C2(C3)CCC5C4(CCCC5(C)C(=O)OC)C)OC(=O)C)OC(=O)C)OC(=O)C
• SMILES (Isomeric): CC(=C)OC[C@@H]1[C@H]([C@H]([C@H]([C@@H](O1)O[C@@H]2C(=C)[C@@H]3CC[C@H]4[C@]2(C3)CC[C@H]5[C@]4(CCC[C@@]5(C)C(=O)OC)C)OC(=O)C)OC(=O)C)OC(=O)C
• InChI: InChI=1S/C36H52O11/c1-19(2)42-18-25-28(43-21(4)37)29(44-22(5)38)30(45-23(6)39)32(46-25)47-31-20(3)24-11-12-27-34(7)14-10-15-35(8,33(40)41-9)26(34)13-16-36(27,31)17-24/h24-32H,1,3,10-18H2,2,4-9H3/t24-,25-,26+,27-,28-,29-,30-,31-,32+,34-,35-,36-/m1/s1
• InChI Key: XLNJNZPNNJWPDF-KGHSNNFMSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₆H₅₂O₁₁
• Molecular Weight: 660.80 g/mol
• Exact Mass: 660.35096247 g/mol
• Topological Polar Surface Area (TPSA): 133.00 Ų
• XlogP: 5.50
• Atomic LogP (AlogP): 5.19
• H-Bond Acceptor: 11
• H-Bond Donor: 0
• Rotatable Bonds: 9

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9739	97.39%
Caco-2	-	0.8350	83.50%
Blood Brain Barrier	+	0.8500	85.00%
Human oral bioavailability	-	0.7714	77.14%
Subcellular localzation	Mitochondria	0.7182	71.82%
OATP2B1 inhibitior	-	0.7185	71.85%
OATP1B1 inhibitior	+	0.8178	81.78%
OATP1B3 inhibitior	+	0.9492	94.92%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	-	0.6500	65.00%
BSEP inhibitior	+	0.9734	97.34%
P-glycoprotein inhibitior	+	0.7993	79.93%
P-glycoprotein substrate	-	0.5719	57.19%
CYP3A4 substrate	+	0.7200	72.00%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8723	87.23%
CYP3A4 inhibition	-	0.8420	84.20%
CYP2C9 inhibition	-	0.8974	89.74%
CYP2C19 inhibition	-	0.8660	86.60%
CYP2D6 inhibition	-	0.9600	96.00%
CYP1A2 inhibition	-	0.7137	71.37%
CYP2C8 inhibition	+	0.5000	50.00%
CYP inhibitory promiscuity	-	0.8421	84.21%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.6955	69.55%
Eye corrosion	-	0.9873	98.73%
Eye irritation	-	0.8996	89.96%
Skin irritation	-	0.5819	58.19%
Skin corrosion	-	0.9426	94.26%
Ames mutagenesis	-	0.7700	77.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4900	49.00%
Micronuclear	-	0.7400	74.00%
Hepatotoxicity	-	0.6976	69.76%
skin sensitisation	-	0.8647	86.47%
Respiratory toxicity	+	0.6889	68.89%
Reproductive toxicity	+	0.9000	90.00%
Mitochondrial toxicity	+	0.6125	61.25%
Nephrotoxicity	-	0.7433	74.33%
Acute Oral Toxicity (c)	III	0.3541	35.41%
Estrogen receptor binding	+	0.7430	74.30%
Androgen receptor binding	+	0.6675	66.75%
Thyroid receptor binding	-	0.5474	54.74%
Glucocorticoid receptor binding	+	0.7618	76.18%
Aromatase binding	+	0.7225	72.25%
PPAR gamma	+	0.7082	70.82%
Honey bee toxicity	-	0.7159	71.59%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	-	0.6200	62.00%
Fish aquatic toxicity	+	0.9901	99.01%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	97.28%	96.09%
CHEMBL253	P34972	Cannabinoid CB2 receptor	96.83%	97.25%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	95.71%	94.45%
CHEMBL5255	O00206	Toll-like receptor 4	93.84%	92.50%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	92.80%	91.11%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	92.65%	96.77%
CHEMBL4685	P14902	Indoleamine 2,3-dioxygenase	92.33%	96.38%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	91.48%	95.50%
CHEMBL5608	Q16288	NT-3 growth factor receptor	89.29%	95.89%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	88.07%	82.69%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	86.16%	92.62%
CHEMBL2581	P07339	Cathepsin D	85.49%	98.95%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	85.32%	85.14%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	85.13%	94.00%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	84.71%	94.33%
CHEMBL4227	P25090	Lipoxin A4 receptor	84.61%	100.00%
CHEMBL340	P08684	Cytochrome P450 3A4	84.16%	91.19%
CHEMBL1937	Q92769	Histone deacetylase 2	83.70%	94.75%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	83.32%	91.07%
CHEMBL259	P32245	Melanocortin receptor 4	81.44%	95.38%
CHEMBL1075317	P61964	WD repeat-containing protein 5	80.99%	96.33%
CHEMBL2413	P32246	C-C chemokine receptor type 1	80.91%	89.50%
CHEMBL5028	O14672	ADAM10	80.79%	97.50%
CHEMBL3430907	Q96GD4	Aurora kinase B/Inner centromere protein	80.28%	97.50%

Plants that contains it

• Platycarphella carlinoides

Cross-Links

• PubChem: 163190675
• LOTUS: LTS0204428
• wikiData: Q105330092