Bisglaucumlide H

Details

• Internal ID: 4589f56a-f1a3-4f34-8d98-433d2678ccce
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Sesquaterpenoids
• IUPAC Name: methyl (1R,2S,3S,8S,10Z,14E,18S,21S,22S,23E,27S,28R)-2,3,27-trihydroxy-2,6,11,15,24,28-hexamethyl-9,16,19-trioxo-18-propan-2-yl-31-oxatetracyclo[26.2.1.05,22.08,21]hentriaconta-5,10,14,23-tetraene-21-carboxylate
• InChI: InChI=1S/C41H60O9/c1-23(2)28-20-32(42)26(5)12-10-11-24(3)18-33(43)31-19-27(6)29-21-36(46)40(8,48)37-15-16-39(7,50-37)35(45)14-13-25(4)17-30(29)41(31,22-34(28)44)38(47)49-9/h12,17-18,23,28,30-31,35-37,45-46,48H,10-11,13-16,19-22H2,1-9H3/b24-18-,25-17+,26-12+/t28-,30-,31+,35-,36-,37+,39+,40-,41-/m0/s1
• InChI Key: APYCNDHUMQUETQ-PZRNNBKASA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₄₁H₆₀O₉
• Molecular Weight: 696.90 g/mol
• Exact Mass: 696.42373349 g/mol
• Topological Polar Surface Area (TPSA): 147.00 Ų
• XlogP: 2.90
• Atomic LogP (AlogP): 6.09
• H-Bond Acceptor: 9
• H-Bond Donor: 3
• Rotatable Bonds: 2

Synonyms

• methyl (1R,2S,3S,8S,10Z,14E,18S,21S,22S,23E,27S,28R)-2,3,27-trihydroxy-2,6,11,15,24,28-hexamethyl-9,16,19-trioxo-18-propan-2-yl-31-oxatetracyclo(26.2.1.05,22.08,21)hentriaconta-5,10,14,23-tetraene-21-carboxylate
• methyl (1R,2S,3S,8S,10Z,14E,18S,21S,22S,23E,27S,28R)-2,3,27-trihydroxy-2,6,11,15,24,28-hexamethyl-9,16,19-trioxo-18-propan-2-yl-31-oxatetracyclo[26.2.1.05,22.08,21]hentriaconta-5,10,14,23-tetraene-21-carboxylate
• RefChem:120399
• 1146218-63-4
• CHEMBL539447

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9780	97.80%
Caco-2	-	0.8115	81.15%
Blood Brain Barrier	+	0.6250	62.50%
Human oral bioavailability	-	0.6000	60.00%
Subcellular localzation	Mitochondria	0.8053	80.53%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8513	85.13%
OATP1B3 inhibitior	+	0.9154	91.54%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	0.6571	65.71%
BSEP inhibitior	+	0.9884	98.84%
P-glycoprotein inhibitior	+	0.8012	80.12%
P-glycoprotein substrate	+	0.7464	74.64%
CYP3A4 substrate	+	0.7356	73.56%
CYP2C9 substrate	-	0.8027	80.27%
CYP2D6 substrate	-	0.9000	90.00%
CYP3A4 inhibition	-	0.5292	52.92%
CYP2C9 inhibition	-	0.5540	55.40%
CYP2C19 inhibition	-	0.6872	68.72%
CYP2D6 inhibition	-	0.9417	94.17%
CYP1A2 inhibition	+	0.5181	51.81%
CYP2C8 inhibition	+	0.6396	63.96%
CYP inhibitory promiscuity	-	0.9535	95.35%
UGT catelyzed	-	0.6000	60.00%
Carcinogenicity (binary)	-	0.9600	96.00%
Carcinogenicity (trinary)	Non-required	0.5199	51.99%
Eye corrosion	-	0.9879	98.79%
Eye irritation	-	0.9240	92.40%
Skin irritation	+	0.5000	50.00%
Skin corrosion	-	0.9178	91.78%
Ames mutagenesis	-	0.5300	53.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.3858	38.58%
Micronuclear	-	0.7700	77.00%
Hepatotoxicity	+	0.5533	55.33%
skin sensitisation	-	0.8286	82.86%
Respiratory toxicity	+	0.6778	67.78%
Reproductive toxicity	+	0.8667	86.67%
Mitochondrial toxicity	+	0.9000	90.00%
Nephrotoxicity	+	0.5600	56.00%
Acute Oral Toxicity (c)	I	0.3627	36.27%
Estrogen receptor binding	+	0.7966	79.66%
Androgen receptor binding	+	0.7582	75.82%
Thyroid receptor binding	-	0.5000	50.00%
Glucocorticoid receptor binding	+	0.8322	83.22%
Aromatase binding	+	0.6945	69.45%
PPAR gamma	+	0.7167	71.67%
Honey bee toxicity	-	0.6788	67.88%
Biodegradation	-	0.9000	90.00%
Crustacea aquatic toxicity	-	0.6000	60.00%
Fish aquatic toxicity	+	0.9824	98.24%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	99.26%	91.11%
CHEMBL2581	P07339	Cathepsin D	97.28%	98.95%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	95.76%	96.09%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	95.02%	85.14%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	94.04%	94.45%
CHEMBL4072	P07858	Cathepsin B	92.96%	93.67%
CHEMBL5608	Q16288	NT-3 growth factor receptor	92.60%	95.89%
CHEMBL2996	Q05655	Protein kinase C delta	88.61%	97.79%
CHEMBL340	P08684	Cytochrome P450 3A4	88.57%	91.19%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	88.33%	96.77%
CHEMBL1994	P08235	Mineralocorticoid receptor	88.33%	100.00%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	87.99%	94.33%
CHEMBL1806	P11388	DNA topoisomerase II alpha	87.97%	89.00%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	87.31%	95.89%
CHEMBL5028	O14672	ADAM10	87.07%	97.50%
CHEMBL1907602	P06493	Cyclin-dependent kinase 1/cyclin B1	86.68%	91.24%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	86.67%	95.56%
CHEMBL1937	Q92769	Histone deacetylase 2	86.57%	94.75%
CHEMBL218	P21554	Cannabinoid CB1 receptor	86.10%	96.61%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	85.82%	99.23%
CHEMBL253	P34972	Cannabinoid CB2 receptor	85.70%	97.25%
CHEMBL1907600	Q00535	Cyclin-dependent kinase 5/CDK5 activator 1	85.70%	93.03%
CHEMBL3359	P21462	Formyl peptide receptor 1	84.94%	93.56%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	84.77%	91.07%
CHEMBL4685	P14902	Indoleamine 2,3-dioxygenase	84.70%	96.38%
CHEMBL3437	Q16853	Amine oxidase, copper containing	84.28%	94.00%
CHEMBL3351	Q13085	Acetyl-CoA carboxylase 1	83.80%	93.04%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	83.67%	97.14%
CHEMBL4073	P09237	Matrix metalloproteinase 7	83.11%	97.56%
CHEMBL1871	P10275	Androgen Receptor	82.22%	96.43%
CHEMBL4005	P42336	PI3-kinase p110-alpha subunit	81.65%	97.47%
CHEMBL3130	O00329	PI3-kinase p110-delta subunit	81.65%	96.47%
CHEMBL3145	P42338	PI3-kinase p110-beta subunit	81.01%	98.75%
CHEMBL5469	Q14289	Protein tyrosine kinase 2 beta	80.91%	91.03%
CHEMBL1907605	P24864	Cyclin-dependent kinase 2/cyclin E1	80.71%	92.88%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	80.16%	94.00%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 45271337
• LOTUS: LTS0176171
• wikiData: Q104916621