[(1R,2S,3R,5R,6R,7R,8R,9S,12S,13S)-3,12-diacetyloxy-5,13-dihydroxy-3,9,13-trimethyl-6-propan-2-yl-15-oxatricyclo[6.6.1.02,7]pentadecan-9-yl] butanoate

Details

• Internal ID: a040d8d4-fdee-40a9-bfab-1b01bc8c442c
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Diterpenoids > Eunicellane and asbestinane diterpenoids
• IUPAC Name: [(1R,2S,3R,5R,6R,7R,8R,9S,12S,13S)-3,12-diacetyloxy-5,13-dihydroxy-3,9,13-trimethyl-6-propan-2-yl-15-oxatricyclo[6.6.1.02,7]pentadecan-9-yl] butanoate
• InChI: InChI=1S/C28H46O9/c1-9-10-21(32)37-27(7)12-11-20(34-16(4)29)26(6,33)14-19-24-23(25(27)35-19)22(15(2)3)18(31)13-28(24,8)36-17(5)30/h15,18-20,22-25,31,33H,9-14H2,1-8H3/t18-,19-,20+,22+,23-,24-,25-,26+,27+,28-/m1/s1
• InChI Key: YCZBRNLJJMJIRM-GAXYKKRJSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₈H₄₆O₉
• Molecular Weight: 526.70 g/mol
• Exact Mass: 526.31418304 g/mol
• Topological Polar Surface Area (TPSA): 129.00 Ų
• XlogP: 3.10
• Atomic LogP (AlogP): 3.31
• H-Bond Acceptor: 9
• H-Bond Donor: 2
• Rotatable Bonds: 6

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	-	0.7285	72.85%
Blood Brain Barrier	+	0.6250	62.50%
Human oral bioavailability	-	0.5857	58.57%
Subcellular localzation	Mitochondria	0.7563	75.63%
OATP2B1 inhibitior	-	0.8618	86.18%
OATP1B1 inhibitior	+	0.8519	85.19%
OATP1B3 inhibitior	+	0.8776	87.76%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	0.8250	82.50%
BSEP inhibitior	+	0.9033	90.33%
P-glycoprotein inhibitior	+	0.6335	63.35%
P-glycoprotein substrate	+	0.5676	56.76%
CYP3A4 substrate	+	0.6879	68.79%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8415	84.15%
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	+	0.4610	46.10%
CYP inhibitory promiscuity	-	0.9219	92.19%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9600	96.00%
Carcinogenicity (trinary)	Non-required	0.6621	66.21%
Eye corrosion	-	0.9900	99.00%
Eye irritation	-	0.9237	92.37%
Skin irritation	-	0.5109	51.09%
Skin corrosion	-	0.8954	89.54%
Ames mutagenesis	-	0.7124	71.24%
Human Ether-a-go-go-Related Gene inhibition	-	0.5995	59.95%
Micronuclear	-	0.8600	86.00%
Hepatotoxicity	-	0.6538	65.38%
skin sensitisation	-	0.8745	87.45%
Respiratory toxicity	+	0.5444	54.44%
Reproductive toxicity	+	0.7111	71.11%
Mitochondrial toxicity	+	0.8750	87.50%
Nephrotoxicity	+	0.5133	51.33%
Acute Oral Toxicity (c)	I	0.3499	34.99%
Estrogen receptor binding	+	0.7966	79.66%
Androgen receptor binding	+	0.6138	61.38%
Thyroid receptor binding	-	0.5401	54.01%
Glucocorticoid receptor binding	+	0.7292	72.92%
Aromatase binding	+	0.6993	69.93%
PPAR gamma	+	0.6171	61.71%
Honey bee toxicity	-	0.7631	76.31%
Biodegradation	-	0.7500	75.00%
Crustacea aquatic toxicity	-	0.5255	52.55%
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	99.21%	96.09%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	98.55%	85.14%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	98.50%	94.45%
CHEMBL253	P34972	Cannabinoid CB2 receptor	95.22%	97.25%
CHEMBL1293316	Q9HBX9	Relaxin receptor 1	93.57%	82.50%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	91.08%	91.11%
CHEMBL340	P08684	Cytochrome P450 3A4	90.96%	91.19%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	89.95%	92.62%
CHEMBL4681	P42330	Aldo-keto-reductase family 1 member C3	89.75%	89.05%
CHEMBL220	P22303	Acetylcholinesterase	89.61%	94.45%
CHEMBL221	P23219	Cyclooxygenase-1	89.44%	90.17%
CHEMBL3137262	O60341	LSD1/CoREST complex	87.65%	97.09%
CHEMBL218	P21554	Cannabinoid CB1 receptor	87.61%	96.61%
CHEMBL2581	P07339	Cathepsin D	87.53%	98.95%
CHEMBL1907602	P06493	Cyclin-dependent kinase 1/cyclin B1	86.85%	91.24%
CHEMBL1994	P08235	Mineralocorticoid receptor	86.76%	100.00%
CHEMBL4227	P25090	Lipoxin A4 receptor	86.60%	100.00%
CHEMBL204	P00734	Thrombin	86.47%	96.01%
CHEMBL1806	P11388	DNA topoisomerase II alpha	86.23%	89.00%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	86.08%	82.69%
CHEMBL5255	O00206	Toll-like receptor 4	85.39%	92.50%
CHEMBL2413	P32246	C-C chemokine receptor type 1	85.30%	89.50%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	85.18%	95.50%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	84.64%	97.14%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	84.61%	96.77%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	84.11%	94.33%
CHEMBL5608	Q16288	NT-3 growth factor receptor	83.69%	95.89%
CHEMBL255	P29275	Adenosine A2b receptor	83.24%	98.59%
CHEMBL299	P17252	Protein kinase C alpha	83.02%	98.03%
CHEMBL2996	Q05655	Protein kinase C delta	82.81%	97.79%
CHEMBL4685	P14902	Indoleamine 2,3-dioxygenase	82.49%	96.38%
CHEMBL3351	Q13085	Acetyl-CoA carboxylase 1	82.47%	93.04%
CHEMBL3922	P50579	Methionine aminopeptidase 2	82.11%	97.28%
CHEMBL2955	O95136	Sphingosine 1-phosphate receptor Edg-5	81.38%	92.86%
CHEMBL2274	Q9H228	Sphingosine 1-phosphate receptor Edg-8	81.26%	100.00%
CHEMBL3880	P07900	Heat shock protein HSP 90-alpha	80.29%	96.21%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	80.05%	95.89%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 163024166
• LOTUS: LTS0007098
• wikiData: Q105346613