Methyl 7,8-diacetyloxy-6-(acetyloxymethyl)-2,6,10,17,17-pentamethylhexacyclo[12.8.1.01,14.02,11.05,10.015,20]tricos-12-ene-20-carboxylate

Details

• Internal ID: 4bf3fde7-d7b2-404e-8ead-7f88a7822277
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Sesterterpenoids > Scalarane sesterterpenoids
• IUPAC Name: methyl 7,8-diacetyloxy-6-(acetyloxymethyl)-2,6,10,17,17-pentamethylhexacyclo[12.8.1.01,14.02,11.05,10.015,20]tricos-12-ene-20-carboxylate
• SMILES (Canonical): CC(=O)OCC1(C2CCC3(C(C2(CC(C1OC(=O)C)OC(=O)C)C)C=CC45C3(C4)CCC6(C5CC(CC6)(C)C)C(=O)OC)C)C
• SMILES (Isomeric): CC(=O)OCC1(C2CCC3(C(C2(CC(C1OC(=O)C)OC(=O)C)C)C=CC45C3(C4)CCC6(C5CC(CC6)(C)C)C(=O)OC)C)C
• InChI: InChI=1S/C37H54O8/c1-22(38)43-21-33(7)26-10-12-34(8)27(32(26,6)18-25(44-23(2)39)29(33)45-24(3)40)11-13-36-20-37(34,36)17-16-35(30(41)42-9)15-14-31(4,5)19-28(35)36/h11,13,25-29H,10,12,14-21H2,1-9H3
• InChI Key: LYRZUWJJCFKJRU-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₇H₅₄O₈
• Molecular Weight: 626.80 g/mol
• Exact Mass: 626.38186868 g/mol
• Topological Polar Surface Area (TPSA): 105.00 Ų
• XlogP: 7.40
• Atomic LogP (AlogP): 6.59
• H-Bond Acceptor: 8
• H-Bond Donor: 0
• Rotatable Bonds: 5

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9884	98.84%
Caco-2	-	0.7645	76.45%
Blood Brain Barrier	+	0.7500	75.00%
Human oral bioavailability	-	0.6000	60.00%
Subcellular localzation	Mitochondria	0.8278	82.78%
OATP2B1 inhibitior	-	0.7198	71.98%
OATP1B1 inhibitior	+	0.8346	83.46%
OATP1B3 inhibitior	+	0.9344	93.44%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	-	0.6250	62.50%
BSEP inhibitior	+	0.9806	98.06%
P-glycoprotein inhibitior	+	0.8424	84.24%
P-glycoprotein substrate	-	0.5494	54.94%
CYP3A4 substrate	+	0.7027	70.27%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8593	85.93%
CYP3A4 inhibition	-	0.8108	81.08%
CYP2C9 inhibition	-	0.7534	75.34%
CYP2C19 inhibition	-	0.7935	79.35%
CYP2D6 inhibition	-	0.9587	95.87%
CYP1A2 inhibition	-	0.8224	82.24%
CYP2C8 inhibition	+	0.6982	69.82%
CYP inhibitory promiscuity	-	0.9001	90.01%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9120	91.20%
Carcinogenicity (trinary)	Non-required	0.6343	63.43%
Eye corrosion	-	0.9863	98.63%
Eye irritation	-	0.9096	90.96%
Skin irritation	-	0.7499	74.99%
Skin corrosion	-	0.9719	97.19%
Ames mutagenesis	-	0.5000	50.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.6464	64.64%
Micronuclear	-	0.7100	71.00%
Hepatotoxicity	-	0.6936	69.36%
skin sensitisation	-	0.8076	80.76%
Respiratory toxicity	+	0.5778	57.78%
Reproductive toxicity	+	0.6444	64.44%
Mitochondrial toxicity	-	0.5375	53.75%
Nephrotoxicity	+	0.5779	57.79%
Acute Oral Toxicity (c)	III	0.5773	57.73%
Estrogen receptor binding	+	0.6892	68.92%
Androgen receptor binding	+	0.7636	76.36%
Thyroid receptor binding	+	0.5540	55.40%
Glucocorticoid receptor binding	+	0.7744	77.44%
Aromatase binding	+	0.6787	67.87%
PPAR gamma	+	0.7195	71.95%
Honey bee toxicity	-	0.7402	74.02%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	-	0.5300	53.00%
Fish aquatic toxicity	+	0.9934	99.34%

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	98.04%	96.09%
CHEMBL335	P18031	Protein-tyrosine phosphatase 1B	97.75%	95.17%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	96.54%	94.45%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	95.54%	91.11%
CHEMBL221	P23219	Cyclooxygenase-1	91.81%	90.17%
CHEMBL2243	O00519	Anandamide amidohydrolase	90.71%	97.53%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	90.15%	85.14%
CHEMBL2782	P35610	Acyl coenzyme A:cholesterol acyltransferase 1	88.39%	91.65%
CHEMBL5608	Q16288	NT-3 growth factor receptor	86.21%	95.89%
CHEMBL3137262	O60341	LSD1/CoREST complex	86.16%	97.09%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	85.68%	91.07%
CHEMBL5028	O14672	ADAM10	85.04%	97.50%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	84.98%	94.00%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	83.95%	94.33%
CHEMBL1907602	P06493	Cyclin-dependent kinase 1/cyclin B1	82.03%	91.24%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	81.93%	92.62%
CHEMBL1859	O95180	Voltage-gated T-type calcium channel alpha-1H subunit	81.85%	98.57%
CHEMBL1907601	P11802	Cyclin-dependent kinase 4/cyclin D1	81.81%	98.99%
CHEMBL4685	P14902	Indoleamine 2,3-dioxygenase	81.80%	96.38%
CHEMBL4040	P28482	MAP kinase ERK2	81.53%	83.82%
CHEMBL5163	Q9NY46	Sodium channel protein type III alpha subunit	81.20%	96.90%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	80.63%	99.23%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	80.56%	96.77%
CHEMBL253	P34972	Cannabinoid CB2 receptor	80.37%	97.25%
CHEMBL1994	P08235	Mineralocorticoid receptor	80.37%	100.00%

Plants that contains it

• Prunella vulgaris

Cross-Links

• PubChem: 73811132
• LOTUS: LTS0205736
• wikiData: Q105159516