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

Details

• Internal ID: 16d20539-b3a2-4bc9-ad69-7b9ded600786
• 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)-5,11-diacetyloxy-14-butanoyloxy-6,10-dihydroxy-6,10,14-trimethyl-3-propan-2-yl-15-oxatricyclo[6.6.1.02,7]pentadecan-4-yl] butanoate
• InChI: InChI=1S/C32H52O11/c1-10-12-22(35)42-27-24(17(3)4)25-26(32(9,38)29(27)40-19(6)34)20-16-30(7,37)21(39-18(5)33)14-15-31(8,28(25)41-20)43-23(36)13-11-2/h17,20-21,24-29,37-38H,10-16H2,1-9H3/t20-,21+,24-,25-,26-,27+,28-,29-,30+,31+,32+/m1/s1
• InChI Key: HCQIFRTWVUQXOW-ISWNWVPLSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₂H₅₂O₁₁
• Molecular Weight: 612.70 g/mol
• Exact Mass: 612.35096247 g/mol
• Topological Polar Surface Area (TPSA): 155.00 Ų
• XlogP: 3.50
• Atomic LogP (AlogP): 3.64
• H-Bond Acceptor: 11
• H-Bond Donor: 2
• Rotatable Bonds: 9

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9811	98.11%
Caco-2	-	0.7607	76.07%
Blood Brain Barrier	+	0.6250	62.50%
Human oral bioavailability	-	0.6714	67.14%
Subcellular localzation	Mitochondria	0.7563	75.63%
OATP2B1 inhibitior	-	0.7184	71.84%
OATP1B1 inhibitior	+	0.8410	84.10%
OATP1B3 inhibitior	+	0.8776	87.76%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	0.8250	82.50%
BSEP inhibitior	+	0.9441	94.41%
P-glycoprotein inhibitior	+	0.7809	78.09%
P-glycoprotein substrate	+	0.5450	54.50%
CYP3A4 substrate	+	0.6790	67.90%
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	+	0.5194	51.94%
CYP inhibitory promiscuity	-	0.9219	92.19%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.9600	96.00%
Carcinogenicity (trinary)	Non-required	0.6621	66.21%
Eye corrosion	-	0.9900	99.00%
Eye irritation	-	0.9103	91.03%
Skin irritation	-	0.5109	51.09%
Skin corrosion	-	0.8954	89.54%
Ames mutagenesis	-	0.7470	74.70%
Human Ether-a-go-go-Related Gene inhibition	-	0.5910	59.10%
Micronuclear	-	0.8600	86.00%
Hepatotoxicity	-	0.5729	57.29%
skin sensitisation	-	0.8745	87.45%
Respiratory toxicity	-	0.5778	57.78%
Reproductive toxicity	+	0.7111	71.11%
Mitochondrial toxicity	+	0.8750	87.50%
Nephrotoxicity	+	0.5595	55.95%
Acute Oral Toxicity (c)	I	0.3499	34.99%
Estrogen receptor binding	+	0.7628	76.28%
Androgen receptor binding	+	0.5631	56.31%
Thyroid receptor binding	-	0.5392	53.92%
Glucocorticoid receptor binding	+	0.7052	70.52%
Aromatase binding	+	0.7303	73.03%
PPAR gamma	+	0.6455	64.55%
Honey bee toxicity	-	0.7405	74.05%
Biodegradation	-	0.7250	72.50%
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
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	98.99%	96.09%
CHEMBL253	P34972	Cannabinoid CB2 receptor	98.68%	97.25%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	97.75%	94.45%
CHEMBL1293316	Q9HBX9	Relaxin receptor 1	94.44%	82.50%
CHEMBL340	P08684	Cytochrome P450 3A4	93.51%	91.19%
CHEMBL4681	P42330	Aldo-keto-reductase family 1 member C3	93.48%	89.05%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	93.38%	85.14%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	91.82%	92.62%
CHEMBL5255	O00206	Toll-like receptor 4	91.05%	92.50%
CHEMBL218	P21554	Cannabinoid CB1 receptor	90.70%	96.61%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	89.95%	91.11%
CHEMBL3137262	O60341	LSD1/CoREST complex	88.92%	97.09%
CHEMBL2581	P07339	Cathepsin D	88.75%	98.95%
CHEMBL2996	Q05655	Protein kinase C delta	88.47%	97.79%
CHEMBL1907602	P06493	Cyclin-dependent kinase 1/cyclin B1	87.64%	91.24%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	87.41%	96.77%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	87.41%	97.14%
CHEMBL204	P00734	Thrombin	86.83%	96.01%
CHEMBL299	P17252	Protein kinase C alpha	86.75%	98.03%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	85.96%	95.50%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	85.34%	94.33%
CHEMBL1994	P08235	Mineralocorticoid receptor	84.72%	100.00%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	83.88%	82.69%
CHEMBL2413	P32246	C-C chemokine receptor type 1	83.61%	89.50%
CHEMBL2534	O15530	3-phosphoinositide dependent protein kinase-1	83.38%	95.36%
CHEMBL4005	P42336	PI3-kinase p110-alpha subunit	83.10%	97.47%
CHEMBL2842	P42345	Serine/threonine-protein kinase mTOR	82.87%	92.78%
CHEMBL255	P29275	Adenosine A2b receptor	82.85%	98.59%
CHEMBL1806	P11388	DNA topoisomerase II alpha	82.51%	89.00%
CHEMBL3880	P07900	Heat shock protein HSP 90-alpha	82.38%	96.21%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	82.04%	99.23%
CHEMBL221	P23219	Cyclooxygenase-1	81.98%	90.17%
CHEMBL5608	Q16288	NT-3 growth factor receptor	81.78%	95.89%
CHEMBL4227	P25090	Lipoxin A4 receptor	81.74%	100.00%
CHEMBL2274	Q9H228	Sphingosine 1-phosphate receptor Edg-8	81.13%	100.00%
CHEMBL4685	P14902	Indoleamine 2,3-dioxygenase	80.92%	96.38%
CHEMBL3922	P50579	Methionine aminopeptidase 2	80.10%	97.28%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 163049310
• LOTUS: LTS0217795
• wikiData: Q105025915