[(1S,2R,5S,6S,8R,9S,10S,11R,13R,14R,15S,18R,19R,20S)-19,20-diacetyloxy-6-(furan-3-yl)-8,18-dihydroxy-5,10,14-trimethyl-3-oxo-16,21-dioxahexacyclo[12.3.3.19,11.01,13.02,10.05,9]henicosan-15-yl] 2-methylbutanoate

Details

• Internal ID: 6ea2b612-e802-4f35-847b-96917db82ec8
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Triterpenoids > Limonoids
• IUPAC Name: [(1S,2R,5S,6S,8R,9S,10S,11R,13R,14R,15S,18R,19R,20S)-19,20-diacetyloxy-6-(furan-3-yl)-8,18-dihydroxy-5,10,14-trimethyl-3-oxo-16,21-dioxahexacyclo[12.3.3.19,11.01,13.02,10.05,9]henicosan-15-yl] 2-methylbutanoate
• SMILES (Canonical): CCC(C)C(=O)OC1C2(C3CC4C5(C(C3(CO1)C(C(C2OC(=O)C)OC(=O)C)O)C(=O)CC6(C5(O4)C(CC6C7=COC=C7)O)C)C)C
• SMILES (Isomeric): CCC(C)C(=O)O[C@H]1[C@@]2([C@@H]3C[C@@H]4[C@@]5([C@@H]([C@@]3(CO1)[C@H]([C@H]([C@H]2OC(=O)C)OC(=O)C)O)C(=O)C[C@@]6([C@@]5(O4)[C@@H](C[C@H]6C7=COC=C7)O)C)C)C
• InChI: InChI=1S/C35H46O12/c1-8-16(2)29(41)46-30-32(6)22-12-24-33(7)26(34(22,15-43-30)27(40)25(44-17(3)36)28(32)45-18(4)37)21(38)13-31(5)20(19-9-10-42-14-19)11-23(39)35(31,33)47-24/h9-10,14,16,20,22-28,30,39-40H,8,11-13,15H2,1-7H3/t16?,20-,22-,23+,24+,25+,26-,27-,28+,30-,31-,32+,33+,34-,35-/m0/s1
• InChI Key: BJKNIWWFUYSEEL-QIPDSGCVSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₃₅H₄₆O₁₂
• Molecular Weight: 658.70 g/mol
• Exact Mass: 658.29892690 g/mol
• Topological Polar Surface Area (TPSA): 168.00 Ų
• XlogP: 2.20
• Atomic LogP (AlogP): 3.06
• H-Bond Acceptor: 12
• 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	+	0.9708	97.08%
Caco-2	-	0.8171	81.71%
Blood Brain Barrier	-	0.5000	50.00%
Human oral bioavailability	-	0.7143	71.43%
Subcellular localzation	Mitochondria	0.7609	76.09%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.6942	69.42%
OATP1B3 inhibitior	+	0.8608	86.08%
MATE1 inhibitior	-	0.9000	90.00%
OCT2 inhibitior	-	0.8614	86.14%
BSEP inhibitior	+	0.9793	97.93%
P-glycoprotein inhibitior	+	0.7933	79.33%
P-glycoprotein substrate	+	0.6683	66.83%
CYP3A4 substrate	+	0.7153	71.53%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8288	82.88%
CYP3A4 inhibition	-	0.5661	56.61%
CYP2C9 inhibition	-	0.8210	82.10%
CYP2C19 inhibition	-	0.8417	84.17%
CYP2D6 inhibition	-	0.9520	95.20%
CYP1A2 inhibition	-	0.8729	87.29%
CYP2C8 inhibition	+	0.7026	70.26%
CYP inhibitory promiscuity	-	0.8656	86.56%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Non-required	0.5246	52.46%
Eye corrosion	-	0.9904	99.04%
Eye irritation	-	0.9084	90.84%
Skin irritation	-	0.6971	69.71%
Skin corrosion	-	0.9405	94.05%
Ames mutagenesis	-	0.5155	51.55%
Human Ether-a-go-go-Related Gene inhibition	-	0.3886	38.86%
Micronuclear	-	0.6000	60.00%
Hepatotoxicity	+	0.5181	51.81%
skin sensitisation	-	0.9046	90.46%
Respiratory toxicity	+	0.7889	78.89%
Reproductive toxicity	+	0.8444	84.44%
Mitochondrial toxicity	+	0.8375	83.75%
Nephrotoxicity	+	0.5095	50.95%
Acute Oral Toxicity (c)	I	0.4358	43.58%
Estrogen receptor binding	+	0.7968	79.68%
Androgen receptor binding	+	0.7606	76.06%
Thyroid receptor binding	+	0.5443	54.43%
Glucocorticoid receptor binding	+	0.7842	78.42%
Aromatase binding	+	0.6951	69.51%
PPAR gamma	+	0.7867	78.67%
Honey bee toxicity	-	0.7432	74.32%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	+	0.5900	59.00%
Fish aquatic toxicity	+	0.9904	99.04%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	99.15%	94.45%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	99.01%	96.09%
CHEMBL2581	P07339	Cathepsin D	98.57%	98.95%
CHEMBL253	P34972	Cannabinoid CB2 receptor	97.47%	97.25%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	96.25%	85.14%
CHEMBL221	P23219	Cyclooxygenase-1	95.02%	90.17%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	94.92%	91.11%
CHEMBL3137262	O60341	LSD1/CoREST complex	93.61%	97.09%
CHEMBL1293249	Q13887	Kruppel-like factor 5	91.29%	86.33%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	90.69%	96.77%
CHEMBL1806	P11388	DNA topoisomerase II alpha	90.62%	89.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	89.32%	95.56%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	87.09%	94.00%
CHEMBL340	P08684	Cytochrome P450 3A4	87.01%	91.19%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	86.61%	82.69%
CHEMBL3922	P50579	Methionine aminopeptidase 2	85.16%	97.28%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	84.99%	92.62%
CHEMBL4051	P13569	Cystic fibrosis transmembrane conductance regulator	84.37%	95.71%
CHEMBL3807	P17706	T-cell protein-tyrosine phosphatase	83.82%	93.00%
CHEMBL2781	P19634	Sodium/hydrogen exchanger 1	82.97%	90.24%
CHEMBL2335	P42785	Lysosomal Pro-X carboxypeptidase	82.92%	100.00%
CHEMBL3430907	Q96GD4	Aurora kinase B/Inner centromere protein	81.97%	97.50%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	81.84%	97.14%
CHEMBL2413	P32246	C-C chemokine receptor type 1	81.00%	89.50%

Plants that contains it

• Melia azedarach

Cross-Links

• PubChem: 101562404
• NPASS: NPC222184