[(1R,2R,3R,4S,5R,6S,7S,8R,10S,11S,14S)-5-acetyloxy-4,14-di(butanoyloxy)-6,10-dihydroxy-6,10,14-trimethyl-3-propan-2-yl-15-oxatricyclo[6.6.1.02,7]pentadecan-11-yl] butanoate

Details

• Internal ID: 1ff2b90b-64cf-4114-b968-b771b3ec13cd
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Diterpenoids > Eunicellane and asbestinane diterpenoids
• IUPAC Name: [(1R,2R,3R,4S,5R,6S,7S,8R,10S,11S,14S)-5-acetyloxy-4,14-di(butanoyloxy)-6,10-dihydroxy-6,10,14-trimethyl-3-propan-2-yl-15-oxatricyclo[6.6.1.02,7]pentadecan-11-yl] butanoate
• SMILES (Canonical): CCCC(=O)OC1CCC(C2C3C(C(C(C(C3C(O2)CC1(C)O)(C)O)OC(=O)C)OC(=O)CCC)C(C)C)(C)OC(=O)CCC
• SMILES (Isomeric): CCCC(=O)O[C@H]1CC[C@]([C@H]2[C@@H]3[C@H]([C@@H]([C@H]([C@@]([C@@H]3[C@H](O2)C[C@]1(C)O)(C)O)OC(=O)C)OC(=O)CCC)C(C)C)(C)OC(=O)CCC
• InChI: InChI=1S/C34H56O11/c1-10-13-23(36)43-22-16-17-33(8,45-25(38)15-12-3)30-27-26(19(4)5)29(44-24(37)14-11-2)31(41-20(6)35)34(9,40)28(27)21(42-30)18-32(22,7)39/h19,21-22,26-31,39-40H,10-18H2,1-9H3/t21-,22+,26-,27-,28-,29+,30-,31-,32+,33+,34+/m1/s1
• InChI Key: VHXIMQMYFMEVSV-ICLYUCHOSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₄H₅₆O₁₁
• Molecular Weight: 640.80 g/mol
• Exact Mass: 640.38226260 g/mol
• Topological Polar Surface Area (TPSA): 155.00 Ų
• XlogP: 4.30
• Atomic LogP (AlogP): 4.42
• H-Bond Acceptor: 11
• H-Bond Donor: 2
• Rotatable Bonds: 11

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9811	98.11%
Caco-2	-	0.7881	78.81%
Blood Brain Barrier	+	0.6250	62.50%
Human oral bioavailability	-	0.6714	67.14%
Subcellular localzation	Mitochondria	0.7563	75.63%
OATP2B1 inhibitior	-	0.8595	85.95%
OATP1B1 inhibitior	+	0.8440	84.40%
OATP1B3 inhibitior	+	0.8776	87.76%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	0.8250	82.50%
BSEP inhibitior	+	0.9068	90.68%
P-glycoprotein inhibitior	+	0.7822	78.22%
P-glycoprotein substrate	+	0.5545	55.45%
CYP3A4 substrate	+	0.6899	68.99%
CYP2C9 substrate	-	0.7953	79.53%
CYP2D6 substrate	-	0.8522	85.22%
CYP3A4 inhibition	+	0.6861	68.61%
CYP2C9 inhibition	-	0.7214	72.14%
CYP2C19 inhibition	-	0.6865	68.65%
CYP2D6 inhibition	-	0.9577	95.77%
CYP1A2 inhibition	-	0.7632	76.32%
CYP2C8 inhibition	+	0.5165	51.65%
CYP inhibitory promiscuity	-	0.9219	92.19%
UGT catelyzed	-	0.6000	60.00%
Carcinogenicity (binary)	-	0.9600	96.00%
Carcinogenicity (trinary)	Non-required	0.6621	66.21%
Eye corrosion	-	0.9900	99.00%
Eye irritation	-	0.9152	91.52%
Skin irritation	-	0.5109	51.09%
Skin corrosion	-	0.8954	89.54%
Ames mutagenesis	-	0.7070	70.70%
Human Ether-a-go-go-Related Gene inhibition	-	0.6409	64.09%
Micronuclear	-	0.8600	86.00%
Hepatotoxicity	-	0.5573	55.73%
skin sensitisation	-	0.8745	87.45%
Respiratory toxicity	-	0.5333	53.33%
Reproductive toxicity	+	0.7111	71.11%
Mitochondrial toxicity	+	0.8750	87.50%
Nephrotoxicity	+	0.5124	51.24%
Acute Oral Toxicity (c)	I	0.3499	34.99%
Estrogen receptor binding	+	0.7526	75.26%
Androgen receptor binding	+	0.5719	57.19%
Thyroid receptor binding	-	0.5505	55.05%
Glucocorticoid receptor binding	+	0.6960	69.60%
Aromatase binding	+	0.7327	73.27%
PPAR gamma	+	0.6374	63.74%
Honey bee toxicity	-	0.7339	73.39%
Biodegradation	-	0.7500	75.00%
Crustacea aquatic toxicity	-	0.5855	58.55%
Fish aquatic toxicity	+	0.9790	97.90%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL253	P34972	Cannabinoid CB2 receptor	99.27%	97.25%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	98.93%	96.09%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	97.48%	94.45%
CHEMBL1293316	Q9HBX9	Relaxin receptor 1	95.54%	82.50%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	94.82%	85.14%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	93.75%	92.62%
CHEMBL340	P08684	Cytochrome P450 3A4	93.51%	91.19%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	92.62%	91.11%
CHEMBL218	P21554	Cannabinoid CB1 receptor	92.12%	96.61%
CHEMBL5255	O00206	Toll-like receptor 4	90.71%	92.50%
CHEMBL4681	P42330	Aldo-keto-reductase family 1 member C3	90.68%	89.05%
CHEMBL299	P17252	Protein kinase C alpha	90.61%	98.03%
CHEMBL2996	Q05655	Protein kinase C delta	90.39%	97.79%
CHEMBL2581	P07339	Cathepsin D	89.84%	98.95%
CHEMBL3137262	O60341	LSD1/CoREST complex	89.04%	97.09%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	88.17%	97.14%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	87.12%	96.77%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	85.34%	94.33%
CHEMBL1806	P11388	DNA topoisomerase II alpha	85.18%	89.00%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	84.78%	95.50%
CHEMBL2413	P32246	C-C chemokine receptor type 1	84.06%	89.50%
CHEMBL1907602	P06493	Cyclin-dependent kinase 1/cyclin B1	83.96%	91.24%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	83.93%	99.23%
CHEMBL1994	P08235	Mineralocorticoid receptor	83.13%	100.00%
CHEMBL2842	P42345	Serine/threonine-protein kinase mTOR	82.74%	92.78%
CHEMBL255	P29275	Adenosine A2b receptor	82.49%	98.59%
CHEMBL5608	Q16288	NT-3 growth factor receptor	82.32%	95.89%
CHEMBL221	P23219	Cyclooxygenase-1	81.97%	90.17%
CHEMBL4227	P25090	Lipoxin A4 receptor	81.76%	100.00%
CHEMBL204	P00734	Thrombin	81.66%	96.01%
CHEMBL4685	P14902	Indoleamine 2,3-dioxygenase	81.29%	96.38%
CHEMBL2274	Q9H228	Sphingosine 1-phosphate receptor Edg-8	81.13%	100.00%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	81.00%	82.69%
CHEMBL4051	P13569	Cystic fibrosis transmembrane conductance regulator	80.74%	95.71%
CHEMBL4005	P42336	PI3-kinase p110-alpha subunit	80.57%	97.47%
CHEMBL2534	O15530	3-phosphoinositide dependent protein kinase-1	80.39%	95.36%
CHEMBL3922	P50579	Methionine aminopeptidase 2	80.10%	97.28%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 162999043
• LOTUS: LTS0103022
• wikiData: Q105286674