Simalikalactone D

Details

Physical and Chemical Properties

Synonyms

2D Structure

3D Structure

ADMET Properties

Targets (proven and/or predicted)

Plants that contains it

Cross-Links

Details

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Internal ID	b6856fa6-6278-4f6e-9a77-0fca48952d67
Taxonomy	Lipids and lipid-like molecules > Prenol lipids > Terpene lactones > Quassinoids
IUPAC Name	[(1R,2S,3R,6R,8S,12S,13S,14R,15R,16S,17S)-12,15,16-trihydroxy-9,13,17-trimethyl-4,11-dioxo-5,18-dioxapentacyclo[12.5.0.01,6.02,17.08,13]nonadec-9-en-3-yl] (2R)-2-methylbutanoate
SMILES (Canonical)	CCC(C)C(=O)OC1C2C3(C(C(C4C2(CO3)C(CC5C4(C(C(=O)C=C5C)O)C)OC1=O)O)O)C
SMILES (Isomeric)	CC[C@@H](C)C(=O)O[C@@H]1[C@H]2[C@]3([C@H]([C@@H]([C@H]4[C@@]2(CO3)[C@@H](C[C@@H]5[C@@]4([C@@H](C(=O)C=C5C)O)C)OC1=O)O)O)C
InChI	InChI=1S/C25H34O9/c1-6-10(2)21(30)34-16-18-24(5)20(29)15(27)17-23(4)12(11(3)7-13(26)19(23)28)8-14(33-22(16)31)25(17,18)9-32-24/h7,10,12,14-20,27-29H,6,8-9H2,1-5H3/t10-,12+,14-,15-,16-,17-,18+,19-,20+,23+,24+,25-/m1/s1
InChI Key	OKIKYYZNNZCZRX-UWGUCYGSSA-N
Popularity	11 references in papers

Physical and Chemical Properties

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Molecular Formula	C₂₅H₃₄O₉
Molecular Weight	478.50 g/mol
Exact Mass	478.22028266 g/mol
Topological Polar Surface Area (TPSA)	140.00 Å²
XlogP	0.60
Atomic LogP (AlogP)	0.53
H-Bond Acceptor	9
H-Bond Donor	3
Rotatable Bonds	3

Synonyms

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Simalikilactone D

35321-80-3

(+)-Simalikalactone D

OKIKYYZNNZCZRX-UWGUCYGSSA-

NSC-266494

SCHEMBL1276685

DTXSID40956754

7X8H7357FU

C08783

(trihydroxy-trimethyl-dioxo-[?]yl) (2R)-2-methylbutanoate

There are more than 10 synonyms. If you wish to see them all click here.

2D Structure

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3D Structure

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ADMET Properties (via admetSAR 2)

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Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9444	94.44%
Caco-2	-	0.7540	75.40%
Blood Brain Barrier	-	0.5250	52.50%
Human oral bioavailability	-	0.6571	65.71%
Subcellular localzation	Mitochondria	0.7435	74.35%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8342	83.42%
OATP1B3 inhibitior	+	0.9463	94.63%
MATE1 inhibitior	-	0.9000	90.00%
OCT2 inhibitior	-	0.8500	85.00%
BSEP inhibitior	+	0.7828	78.28%
P-glycoprotein inhibitior	-	0.4406	44.06%
P-glycoprotein substrate	+	0.8248	82.48%
CYP3A4 substrate	+	0.6900	69.00%
CYP2C9 substrate	-	0.8253	82.53%
CYP2D6 substrate	-	0.8954	89.54%
CYP3A4 inhibition	-	0.6906	69.06%
CYP2C9 inhibition	-	0.8083	80.83%
CYP2C19 inhibition	-	0.8062	80.62%
CYP2D6 inhibition	-	0.9432	94.32%
CYP1A2 inhibition	-	0.8042	80.42%
CYP2C8 inhibition	-	0.6234	62.34%
CYP inhibitory promiscuity	-	0.7634	76.34%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.4948	49.48%
Eye corrosion	-	0.9892	98.92%
Eye irritation	-	0.9348	93.48%
Skin irritation	-	0.5155	51.55%
Skin corrosion	-	0.9290	92.90%
Ames mutagenesis	-	0.7537	75.37%
Human Ether-a-go-go-Related Gene inhibition	-	0.4499	44.99%
Micronuclear	-	0.6500	65.00%
Hepatotoxicity	-	0.5289	52.89%
skin sensitisation	-	0.8618	86.18%
Respiratory toxicity	+	0.7889	78.89%
Reproductive toxicity	+	0.8889	88.89%
Mitochondrial toxicity	+	0.7375	73.75%
Nephrotoxicity	+	0.5231	52.31%
Acute Oral Toxicity (c)	III	0.7876	78.76%
Estrogen receptor binding	+	0.8083	80.83%
Androgen receptor binding	+	0.6464	64.64%
Thyroid receptor binding	-	0.5000	50.00%
Glucocorticoid receptor binding	+	0.7003	70.03%
Aromatase binding	+	0.6500	65.00%
PPAR gamma	+	0.6713	67.13%
Honey bee toxicity	-	0.7234	72.34%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	-	0.5600	56.00%
Fish aquatic toxicity	+	0.9893	98.93%

Targets

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Proven Targets:

CHEMBL ID	UniProt ID	Name	Min activity	Assay type	Source
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	98.00%	96.09%
CHEMBL253	P34972	Cannabinoid CB2 receptor	97.55%	97.25%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	97.29%	91.11%
CHEMBL2581	P07339	Cathepsin D	94.48%	98.95%
CHEMBL3130	O00329	PI3-kinase p110-delta subunit	94.45%	96.47%
CHEMBL221	P23219	Cyclooxygenase-1	91.26%	90.17%
CHEMBL3145	P42338	PI3-kinase p110-beta subunit	89.96%	98.75%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	89.79%	96.95%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	89.19%	94.45%
CHEMBL4657	Q6V1X1	Dipeptidyl peptidase VIII	89.15%	97.21%
CHEMBL4685	P14902	Indoleamine 2,3-dioxygenase	88.86%	96.38%
CHEMBL3137262	O60341	LSD1/CoREST complex	87.59%	97.09%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	86.94%	94.33%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	85.76%	96.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	85.32%	95.56%
CHEMBL1806	P11388	DNA topoisomerase II alpha	85.22%	89.00%
CHEMBL3267	P48736	PI3-kinase p110-gamma subunit	84.71%	95.71%
CHEMBL1994	P08235	Mineralocorticoid receptor	84.68%	100.00%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	84.05%	95.89%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	84.03%	99.23%
CHEMBL2996	Q05655	Protein kinase C delta	82.62%	97.79%
CHEMBL4051	P13569	Cystic fibrosis transmembrane conductance regulator	82.00%	95.71%
CHEMBL1293249	Q13887	Kruppel-like factor 5	81.46%	86.33%
CHEMBL4005	P42336	PI3-kinase p110-alpha subunit	81.29%	97.47%
CHEMBL3922	P50579	Methionine aminopeptidase 2	80.33%	97.28%

Plants that contains it

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Below are displayed all the plants proven (via scientific papers) to contain this compound!
To see more specific details click the taxa you are interested in.