Bisglaucumlide I

Details

• Internal ID: 1603da21-a877-4b37-95e9-ceb120aa688e
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Triterpenoids
• IUPAC Name: methyl (1R,2S,3S,8S,10S,13E,17Z,21S,22S,23E,27S,28R)-2,3,28-trihydroxy-2,6,13,17,24,28-hexamethyl-9,12,19-trioxo-10-propan-2-yl-31-oxatetracyclo[25.3.1.05,22.08,21]hentriaconta-5,13,17,23-tetraene-21-carboxylate
• InChI: InChI=1S/C41H60O9/c1-23(2)29-20-33(43)26(5)12-10-11-24(3)17-28(42)22-41(38(46)49-9)31-18-25(4)13-14-35-39(7,47)16-15-36(50-35)40(8,48)34(44)21-30(31)27(6)19-32(41)37(29)45/h12,17-18,23,29,31-32,34-36,44,47-48H,10-11,13-16,19-22H2,1-9H3/b24-17-,25-18+,26-12+/t29-,31-,32+,34-,35-,36+,39+,40-,41-/m0/s1
• InChI Key: VYPXVZODBQHVDG-IHFUMSBLSA-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,10S,13E,17Z,21S,22S,23E,27S,28R)-2,3,28-trihydroxy-2,6,13,17,24,28-hexamethyl-9,12,19-trioxo-10-propan-2-yl-31-oxatetracyclo(25.3.1.05,22.08,21)hentriaconta-5,13,17,23-tetraene-21-carboxylate
• methyl (1R,2S,3S,8S,10S,13E,17Z,21S,22S,23E,27S,28R)-2,3,28-trihydroxy-2,6,13,17,24,28-hexamethyl-9,12,19-trioxo-10-propan-2-yl-31-oxatetracyclo[25.3.1.05,22.08,21]hentriaconta-5,13,17,23-tetraene-21-carboxylate
• RefChem:120400
• 1146218-64-5
• CHEMBL556948

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9510	95.10%
Caco-2	-	0.8136	81.36%
Blood Brain Barrier	-	0.5250	52.50%
Human oral bioavailability	-	0.5857	58.57%
Subcellular localzation	Mitochondria	0.8181	81.81%
OATP2B1 inhibitior	-	0.8588	85.88%
OATP1B1 inhibitior	+	0.8402	84.02%
OATP1B3 inhibitior	+	0.8769	87.69%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	0.6071	60.71%
BSEP inhibitior	+	0.9922	99.22%
P-glycoprotein inhibitior	+	0.8023	80.23%
P-glycoprotein substrate	+	0.7158	71.58%
CYP3A4 substrate	+	0.7408	74.08%
CYP2C9 substrate	-	0.8027	80.27%
CYP2D6 substrate	-	0.9000	90.00%
CYP3A4 inhibition	-	0.6735	67.35%
CYP2C9 inhibition	-	0.8361	83.61%
CYP2C19 inhibition	-	0.8288	82.88%
CYP2D6 inhibition	-	0.9393	93.93%
CYP1A2 inhibition	-	0.7249	72.49%
CYP2C8 inhibition	+	0.6528	65.28%
CYP inhibitory promiscuity	-	0.9775	97.75%
UGT catelyzed	-	0.6000	60.00%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Non-required	0.6489	64.89%
Eye corrosion	-	0.9906	99.06%
Eye irritation	-	0.9217	92.17%
Skin irritation	-	0.5345	53.45%
Skin corrosion	-	0.9314	93.14%
Ames mutagenesis	-	0.5170	51.70%
Human Ether-a-go-go-Related Gene inhibition	-	0.4117	41.17%
Micronuclear	-	0.7000	70.00%
Hepatotoxicity	+	0.5625	56.25%
skin sensitisation	-	0.8070	80.70%
Respiratory toxicity	+	0.7444	74.44%
Reproductive toxicity	+	0.9667	96.67%
Mitochondrial toxicity	+	0.7375	73.75%
Nephrotoxicity	+	0.5939	59.39%
Acute Oral Toxicity (c)	III	0.3402	34.02%
Estrogen receptor binding	+	0.7911	79.11%
Androgen receptor binding	+	0.7366	73.66%
Thyroid receptor binding	-	0.5069	50.69%
Glucocorticoid receptor binding	+	0.8355	83.55%
Aromatase binding	+	0.7148	71.48%
PPAR gamma	+	0.7273	72.73%
Honey bee toxicity	-	0.7282	72.82%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	-	0.6000	60.00%
Fish aquatic toxicity	+	0.9778	97.78%

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	99.29%	91.11%
CHEMBL2581	P07339	Cathepsin D	96.72%	98.95%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	95.20%	96.09%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	94.02%	85.14%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	93.04%	95.56%
CHEMBL4685	P14902	Indoleamine 2,3-dioxygenase	92.72%	96.38%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	92.21%	94.45%
CHEMBL4005	P42336	PI3-kinase p110-alpha subunit	91.83%	97.47%
CHEMBL5608	Q16288	NT-3 growth factor receptor	91.25%	95.89%
CHEMBL4072	P07858	Cathepsin B	91.06%	93.67%
CHEMBL1937	Q92769	Histone deacetylase 2	90.74%	94.75%
CHEMBL1994	P08235	Mineralocorticoid receptor	90.11%	100.00%
CHEMBL253	P34972	Cannabinoid CB2 receptor	88.87%	97.25%
CHEMBL1907602	P06493	Cyclin-dependent kinase 1/cyclin B1	88.10%	91.24%
CHEMBL4208	P20618	Proteasome component C5	87.77%	90.00%
CHEMBL3351	Q13085	Acetyl-CoA carboxylase 1	87.41%	93.04%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	87.03%	99.23%
CHEMBL1806	P11388	DNA topoisomerase II alpha	86.86%	89.00%
CHEMBL1907600	Q00535	Cyclin-dependent kinase 5/CDK5 activator 1	86.84%	93.03%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	86.73%	97.14%
CHEMBL340	P08684	Cytochrome P450 3A4	86.54%	91.19%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	86.44%	94.33%
CHEMBL2996	Q05655	Protein kinase C delta	86.01%	97.79%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	85.92%	91.07%
CHEMBL5028	O14672	ADAM10	85.19%	97.50%
CHEMBL3130	O00329	PI3-kinase p110-delta subunit	85.18%	96.47%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	84.57%	96.77%
CHEMBL1907605	P24864	Cyclin-dependent kinase 2/cyclin E1	84.21%	92.88%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	83.86%	95.89%
CHEMBL299	P17252	Protein kinase C alpha	83.48%	98.03%
CHEMBL3137262	O60341	LSD1/CoREST complex	82.73%	97.09%
CHEMBL4073	P09237	Matrix metalloproteinase 7	82.54%	97.56%
CHEMBL3437	Q16853	Amine oxidase, copper containing	82.53%	94.00%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	82.31%	94.00%
CHEMBL1871	P10275	Androgen Receptor	80.85%	96.43%
CHEMBL218	P21554	Cannabinoid CB1 receptor	80.36%	96.61%
CHEMBL3145	P42338	PI3-kinase p110-beta subunit	80.14%	98.75%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 44140535
• LOTUS: LTS0071543
• wikiData: Q105299139