[(1S,2R,4R,6S,7S,10R,11R,16R,17R,18S)-18-acetyloxy-6-(furan-3-yl)-1,7,11,15,15-pentamethyl-14-oxo-3-oxapentacyclo[8.8.0.02,4.02,7.011,16]octadec-12-en-17-yl] acetate

Details

• Internal ID: b3d514ea-b33f-4f49-bcfa-7e3fb27d105c
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Triterpenoids > Limonoids
• IUPAC Name: [(1S,2R,4R,6S,7S,10R,11R,16R,17R,18S)-18-acetyloxy-6-(furan-3-yl)-1,7,11,15,15-pentamethyl-14-oxo-3-oxapentacyclo[8.8.0.02,4.02,7.011,16]octadec-12-en-17-yl] acetate
• SMILES (Canonical): CC(=O)OC1C2C(C(=O)C=CC2(C3CCC4(C(CC5C4(C3(C1OC(=O)C)C)O5)C6=COC=C6)C)C)(C)C
• SMILES (Isomeric): CC(=O)O[C@@H]1[C@@H]2[C@](C=CC(=O)C2(C)C)([C@H]3CC[C@]4([C@@H](C[C@@H]5[C@@]4([C@@]3([C@@H]1OC(=O)C)C)O5)C6=COC=C6)C)C
• InChI: InChI=1S/C30H38O7/c1-16(31)35-23-24-26(3,4)21(33)9-11-27(24,5)20-8-12-28(6)19(18-10-13-34-15-18)14-22-30(28,37-22)29(20,7)25(23)36-17(2)32/h9-11,13,15,19-20,22-25H,8,12,14H2,1-7H3/t19-,20+,22+,23+,24-,25+,27+,28-,29-,30+/m0/s1
• InChI Key: YRWFEWXMUWMULD-FUBQEATASA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₀H₃₈O₇
• Molecular Weight: 510.60 g/mol
• Exact Mass: 510.26175355 g/mol
• Topological Polar Surface Area (TPSA): 95.30 Ų
• XlogP: 4.50
• Atomic LogP (AlogP): 4.99
• H-Bond Acceptor: 7
• H-Bond Donor: 0
• Rotatable Bonds: 3

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9856	98.56%
Caco-2	-	0.6516	65.16%
Blood Brain Barrier	+	0.8000	80.00%
Human oral bioavailability	-	0.6000	60.00%
Subcellular localzation	Mitochondria	0.7709	77.09%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	-	0.4427	44.27%
OATP1B3 inhibitior	-	0.4858	48.58%
MATE1 inhibitior	-	0.8400	84.00%
OCT2 inhibitior	-	0.8250	82.50%
BSEP inhibitior	+	0.9089	90.89%
P-glycoprotein inhibitior	+	0.8176	81.76%
P-glycoprotein substrate	-	0.5752	57.52%
CYP3A4 substrate	+	0.7050	70.50%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8737	87.37%
CYP3A4 inhibition	+	0.7818	78.18%
CYP2C9 inhibition	-	0.8412	84.12%
CYP2C19 inhibition	-	0.7753	77.53%
CYP2D6 inhibition	-	0.9277	92.77%
CYP1A2 inhibition	-	0.8138	81.38%
CYP2C8 inhibition	+	0.5000	50.00%
CYP inhibitory promiscuity	-	0.8292	82.92%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.5073	50.73%
Eye corrosion	-	0.9883	98.83%
Eye irritation	-	0.8971	89.71%
Skin irritation	-	0.6795	67.95%
Skin corrosion	-	0.8859	88.59%
Ames mutagenesis	-	0.6700	67.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.8449	84.49%
Micronuclear	-	0.6200	62.00%
Hepatotoxicity	-	0.6051	60.51%
skin sensitisation	-	0.8244	82.44%
Respiratory toxicity	+	0.7444	74.44%
Reproductive toxicity	+	0.7333	73.33%
Mitochondrial toxicity	+	0.5750	57.50%
Nephrotoxicity	-	0.6437	64.37%
Acute Oral Toxicity (c)	III	0.3381	33.81%
Estrogen receptor binding	+	0.8367	83.67%
Androgen receptor binding	+	0.7411	74.11%
Thyroid receptor binding	+	0.6735	67.35%
Glucocorticoid receptor binding	+	0.8380	83.80%
Aromatase binding	+	0.7415	74.15%
PPAR gamma	+	0.7644	76.44%
Honey bee toxicity	-	0.8025	80.25%
Biodegradation	-	0.7500	75.00%
Crustacea aquatic toxicity	+	0.5900	59.00%
Fish aquatic toxicity	+	0.9965	99.65%

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	96.54%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	96.43%	91.11%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	96.43%	94.45%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	94.28%	82.69%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	90.66%	85.14%
CHEMBL253	P34972	Cannabinoid CB2 receptor	90.43%	97.25%
CHEMBL3137262	O60341	LSD1/CoREST complex	90.07%	97.09%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	89.53%	94.00%
CHEMBL340	P08684	Cytochrome P450 3A4	89.25%	91.19%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	88.19%	95.56%
CHEMBL1293249	Q13887	Kruppel-like factor 5	88.10%	86.33%
CHEMBL1293277	O15118	Niemann-Pick C1 protein	87.52%	81.11%
CHEMBL5608	Q16288	NT-3 growth factor receptor	85.72%	95.89%
CHEMBL1994	P08235	Mineralocorticoid receptor	83.61%	100.00%
CHEMBL3922	P50579	Methionine aminopeptidase 2	82.84%	97.28%
CHEMBL2581	P07339	Cathepsin D	82.40%	98.95%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	82.16%	99.23%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	81.71%	97.14%
CHEMBL1821	P08173	Muscarinic acetylcholine receptor M4	80.89%	94.08%
CHEMBL1806	P11388	DNA topoisomerase II alpha	80.58%	89.00%

Plants that contains it

• Cedrela odorata
• Entandrophragma delevoyi
• Toona ciliata

Cross-Links

• PubChem: 101677486
• LOTUS: LTS0021367
• wikiData: Q105353174