(5-Acetyl-10-acetyloxy-17-ethyl-7-hydroxy-1,13,17-trimethyl-4-pentacyclo[10.8.0.02,9.06,9.013,18]icosanyl) 3-hydroxybutanoate

Details

• Internal ID: 0295e5a9-ccbe-4483-bf9d-9abae25175b7
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Sesterterpenoids > Scalarane sesterterpenoids
• IUPAC Name: (5-acetyl-10-acetyloxy-17-ethyl-7-hydroxy-1,13,17-trimethyl-4-pentacyclo[10.8.0.02,9.06,9.013,18]icosanyl) 3-hydroxybutanoate
• SMILES (Canonical): CCC1(CCCC2(C1CCC3(C2CC(C45C3CC(C(C4C(C5)O)C(=O)C)OC(=O)CC(C)O)OC(=O)C)C)C)C
• SMILES (Isomeric): CCC1(CCCC2(C1CCC3(C2CC(C45C3CC(C(C4C(C5)O)C(=O)C)OC(=O)CC(C)O)OC(=O)C)C)C)C
• InChI: InChI=1S/C33H52O7/c1-8-30(5)11-9-12-31(6)23(30)10-13-32(7)24(31)16-26(39-20(4)36)33-17-21(37)29(33)28(19(3)35)22(15-25(32)33)40-27(38)14-18(2)34/h18,21-26,28-29,34,37H,8-17H2,1-7H3
• InChI Key: SMRUNPHLJJHOHB-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₃H₅₂O₇
• Molecular Weight: 560.80 g/mol
• Exact Mass: 560.37130399 g/mol
• Topological Polar Surface Area (TPSA): 110.00 Ų
• XlogP: 5.70
• Atomic LogP (AlogP): 5.24
• H-Bond Acceptor: 7
• 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	+	0.9815	98.15%
Caco-2	-	0.7406	74.06%
Blood Brain Barrier	+	0.5250	52.50%
Human oral bioavailability	-	0.7000	70.00%
Subcellular localzation	Mitochondria	0.7276	72.76%
OATP2B1 inhibitior	-	0.7135	71.35%
OATP1B1 inhibitior	+	0.8568	85.68%
OATP1B3 inhibitior	+	0.9328	93.28%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.7250	72.50%
BSEP inhibitior	-	0.5363	53.63%
P-glycoprotein inhibitior	+	0.6598	65.98%
P-glycoprotein substrate	+	0.5696	56.96%
CYP3A4 substrate	+	0.7138	71.38%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8277	82.77%
CYP3A4 inhibition	+	0.5113	51.13%
CYP2C9 inhibition	-	0.9067	90.67%
CYP2C19 inhibition	-	0.9069	90.69%
CYP2D6 inhibition	-	0.9463	94.63%
CYP1A2 inhibition	-	0.8619	86.19%
CYP2C8 inhibition	+	0.4922	49.22%
CYP inhibitory promiscuity	-	0.9440	94.40%
UGT catelyzed	-	0.6000	60.00%
Carcinogenicity (binary)	-	0.9600	96.00%
Carcinogenicity (trinary)	Non-required	0.6825	68.25%
Eye corrosion	-	0.9908	99.08%
Eye irritation	-	0.9150	91.50%
Skin irritation	+	0.5486	54.86%
Skin corrosion	-	0.9215	92.15%
Ames mutagenesis	-	0.7100	71.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4152	41.52%
Micronuclear	-	0.8200	82.00%
Hepatotoxicity	-	0.6726	67.26%
skin sensitisation	-	0.8699	86.99%
Respiratory toxicity	+	0.7000	70.00%
Reproductive toxicity	+	0.8328	83.28%
Mitochondrial toxicity	+	0.8125	81.25%
Nephrotoxicity	+	0.5528	55.28%
Acute Oral Toxicity (c)	III	0.4770	47.70%
Estrogen receptor binding	+	0.8204	82.04%
Androgen receptor binding	+	0.6794	67.94%
Thyroid receptor binding	-	0.5350	53.50%
Glucocorticoid receptor binding	+	0.7473	74.73%
Aromatase binding	+	0.7211	72.11%
PPAR gamma	+	0.6629	66.29%
Honey bee toxicity	-	0.7266	72.66%
Biodegradation	-	0.8500	85.00%
Crustacea aquatic toxicity	-	0.6000	60.00%
Fish aquatic toxicity	+	0.9913	99.13%

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	99.13%	96.09%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	96.60%	85.14%
CHEMBL4685	P14902	Indoleamine 2,3-dioxygenase	96.16%	96.38%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	95.22%	94.45%
CHEMBL237	P41145	Kappa opioid receptor	94.60%	98.10%
CHEMBL2413	P32246	C-C chemokine receptor type 1	93.51%	89.50%
CHEMBL2581	P07339	Cathepsin D	93.47%	98.95%
CHEMBL3137262	O60341	LSD1/CoREST complex	93.23%	97.09%
CHEMBL253	P34972	Cannabinoid CB2 receptor	92.36%	97.25%
CHEMBL1293316	Q9HBX9	Relaxin receptor 1	90.84%	82.50%
CHEMBL221	P23219	Cyclooxygenase-1	88.53%	90.17%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	88.05%	82.69%
CHEMBL5608	Q16288	NT-3 growth factor receptor	87.37%	95.89%
CHEMBL340	P08684	Cytochrome P450 3A4	87.23%	91.19%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	86.72%	96.95%
CHEMBL299	P17252	Protein kinase C alpha	86.49%	98.03%
CHEMBL2996	Q05655	Protein kinase C delta	85.56%	97.79%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	85.55%	95.50%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	85.36%	91.11%
CHEMBL4227	P25090	Lipoxin A4 receptor	85.22%	100.00%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	84.90%	92.62%
CHEMBL5255	O00206	Toll-like receptor 4	83.90%	92.50%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	83.54%	97.14%
CHEMBL3145	P42338	PI3-kinase p110-beta subunit	83.29%	98.75%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	83.26%	95.50%
CHEMBL1937	Q92769	Histone deacetylase 2	82.59%	94.75%
CHEMBL259	P32245	Melanocortin receptor 4	82.24%	95.38%
CHEMBL268	P43235	Cathepsin K	82.18%	96.85%
CHEMBL2274	Q9H228	Sphingosine 1-phosphate receptor Edg-8	81.95%	100.00%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	81.62%	94.33%
CHEMBL4657	Q6V1X1	Dipeptidyl peptidase VIII	81.51%	97.21%
CHEMBL1994	P08235	Mineralocorticoid receptor	81.31%	100.00%
CHEMBL2095194	P08709	Coagulation factor VII/tissue factor	80.73%	99.17%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	80.69%	95.89%
CHEMBL1293249	Q13887	Kruppel-like factor 5	80.40%	86.33%
CHEMBL1806	P11388	DNA topoisomerase II alpha	80.11%	89.00%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 85174123
• LOTUS: LTS0135037
• wikiData: Q105256129