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

Details

• Internal ID: cc882082-e77b-4c54-8b9e-ab051e94132b
• 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-14-butanoyloxy-6,10-dihydroxy-6,10,14-trimethyl-3-propan-2-yl-11-prop-2-enoyloxy-15-oxatricyclo[6.6.1.02,7]pentadecan-4-yl] butanoate
• InChI: InChI=1S/C33H52O11/c1-10-13-23(36)43-28-25(18(4)5)26-27(33(9,39)30(28)40-19(6)34)20-17-31(7,38)21(42-22(35)12-3)15-16-32(8,29(26)41-20)44-24(37)14-11-2/h12,18,20-21,25-30,38-39H,3,10-11,13-17H2,1-2,4-9H3/t20-,21+,25-,26-,27-,28+,29-,30-,31+,32+,33+/m1/s1
• InChI Key: IAZCISKNKJSEDU-AJCUOZGXSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₃H₅₂O₁₁
• Molecular Weight: 624.80 g/mol
• Exact Mass: 624.35096247 g/mol
• Topological Polar Surface Area (TPSA): 155.00 Ų
• XlogP: 4.10
• Atomic LogP (AlogP): 3.80
• H-Bond Acceptor: 11
• H-Bond Donor: 2
• Rotatable Bonds: 10

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9843	98.43%
Caco-2	-	0.7828	78.28%
Blood Brain Barrier	+	0.7000	70.00%
Human oral bioavailability	-	0.7571	75.71%
Subcellular localzation	Mitochondria	0.7011	70.11%
OATP2B1 inhibitior	-	0.8599	85.99%
OATP1B1 inhibitior	+	0.8324	83.24%
OATP1B3 inhibitior	+	0.8168	81.68%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	-	0.8250	82.50%
BSEP inhibitior	+	0.9594	95.94%
P-glycoprotein inhibitior	+	0.7773	77.73%
P-glycoprotein substrate	+	0.6067	60.67%
CYP3A4 substrate	+	0.6984	69.84%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8888	88.88%
CYP3A4 inhibition	+	0.8289	82.89%
CYP2C9 inhibition	-	0.7183	71.83%
CYP2C19 inhibition	-	0.6195	61.95%
CYP2D6 inhibition	-	0.9489	94.89%
CYP1A2 inhibition	-	0.7611	76.11%
CYP2C8 inhibition	+	0.6399	63.99%
CYP inhibitory promiscuity	-	0.8878	88.78%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.9600	96.00%
Carcinogenicity (trinary)	Non-required	0.6403	64.03%
Eye corrosion	-	0.9890	98.90%
Eye irritation	-	0.9159	91.59%
Skin irritation	+	0.5445	54.45%
Skin corrosion	-	0.9031	90.31%
Ames mutagenesis	-	0.7470	74.70%
Human Ether-a-go-go-Related Gene inhibition	-	0.5223	52.23%
Micronuclear	-	0.8700	87.00%
Hepatotoxicity	-	0.5104	51.04%
skin sensitisation	-	0.8497	84.97%
Respiratory toxicity	-	0.5667	56.67%
Reproductive toxicity	+	0.7333	73.33%
Mitochondrial toxicity	+	0.9125	91.25%
Nephrotoxicity	+	0.5410	54.10%
Acute Oral Toxicity (c)	I	0.4099	40.99%
Estrogen receptor binding	+	0.7564	75.64%
Androgen receptor binding	+	0.5999	59.99%
Thyroid receptor binding	-	0.5114	51.14%
Glucocorticoid receptor binding	+	0.7023	70.23%
Aromatase binding	+	0.7457	74.57%
PPAR gamma	+	0.6661	66.61%
Honey bee toxicity	-	0.6714	67.14%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	-	0.5755	57.55%
Fish aquatic toxicity	+	0.9954	99.54%

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	98.78%	97.25%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	98.47%	96.09%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	98.23%	94.45%
CHEMBL1293316	Q9HBX9	Relaxin receptor 1	96.39%	82.50%
CHEMBL340	P08684	Cytochrome P450 3A4	95.30%	91.19%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	92.91%	91.11%
CHEMBL4681	P42330	Aldo-keto-reductase family 1 member C3	92.66%	89.05%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	91.82%	92.62%
CHEMBL1907602	P06493	Cyclin-dependent kinase 1/cyclin B1	90.96%	91.24%
CHEMBL2581	P07339	Cathepsin D	90.82%	98.95%
CHEMBL4005	P42336	PI3-kinase p110-alpha subunit	89.88%	97.47%
CHEMBL5255	O00206	Toll-like receptor 4	89.25%	92.50%
CHEMBL218	P21554	Cannabinoid CB1 receptor	88.20%	96.61%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	87.97%	97.14%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	87.41%	95.50%
CHEMBL2413	P32246	C-C chemokine receptor type 1	86.23%	89.50%
CHEMBL1994	P08235	Mineralocorticoid receptor	86.05%	100.00%
CHEMBL2534	O15530	3-phosphoinositide dependent protein kinase-1	85.91%	95.36%
CHEMBL1806	P11388	DNA topoisomerase II alpha	85.40%	89.00%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	85.34%	94.33%
CHEMBL5608	Q16288	NT-3 growth factor receptor	83.83%	95.89%
CHEMBL4227	P25090	Lipoxin A4 receptor	83.30%	100.00%
CHEMBL241	Q14432	Phosphodiesterase 3A	83.29%	92.94%
CHEMBL2996	Q05655	Protein kinase C delta	83.21%	97.79%
CHEMBL3807	P17706	T-cell protein-tyrosine phosphatase	82.42%	93.00%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	82.22%	91.07%
CHEMBL221	P23219	Cyclooxygenase-1	82.16%	90.17%
CHEMBL3060	Q9Y345	Glycine transporter 2	82.12%	99.17%
CHEMBL2842	P42345	Serine/threonine-protein kinase mTOR	82.12%	92.78%
CHEMBL2274	Q9H228	Sphingosine 1-phosphate receptor Edg-8	81.75%	100.00%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	80.86%	96.77%
CHEMBL299	P17252	Protein kinase C alpha	80.59%	98.03%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	80.38%	99.23%
CHEMBL3137262	O60341	LSD1/CoREST complex	80.31%	97.09%
CHEMBL1907605	P24864	Cyclin-dependent kinase 2/cyclin E1	80.13%	92.88%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 163025039
• LOTUS: LTS0013032
• wikiData: Q105036373