(1S,2R,7S,10R,13R,14R,16S,19S,20S)-19-(furan-3-yl)-9,9,13,20-tetramethyl-4,8,15,18-tetraoxahexacyclo[11.9.0.02,7.02,10.014,16.014,20]docosane-5,12,17-trione

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	cc1678ca-6893-42b7-ad14-1e03e8111898
Taxonomy	Lipids and lipid-like molecules > Prenol lipids > Triterpenoids > Limonoids
IUPAC Name	(1S,2R,7S,10R,13R,14R,16S,19S,20S)-19-(furan-3-yl)-9,9,13,20-tetramethyl-4,8,15,18-tetraoxahexacyclo[11.9.0.02,7.02,10.014,16.014,20]docosane-5,12,17-trione
SMILES (Canonical)	CC1(C2CC(=O)C3(C(C24COC(=O)CC4O1)CCC5(C36C(O6)C(=O)OC5C7=COC=C7)C)C)C
SMILES (Isomeric)	C[C@@]12CC[C@@H]3[C@]([C@@]14[C@H](O4)C(=O)O[C@H]2C5=COC=C5)(C(=O)C[C@@H]6[C@@]37COC(=O)C[C@@H]7OC6(C)C)C
InChI	InChI=1S/C26H30O8/c1-22(2)15-9-16(27)24(4)14(25(15)12-31-18(28)10-17(25)33-22)5-7-23(3)19(13-6-8-30-11-13)32-21(29)20-26(23,24)34-20/h6,8,11,14-15,17,19-20H,5,7,9-10,12H2,1-4H3/t14-,15+,17+,19+,20-,23+,24+,25-,26-/m1/s1
InChI Key	KBDSLGBFQAGHBE-OTGINHOUSA-N
Popularity	0 references in papers

Physical and Chemical Properties

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Molecular Formula	C₂₆H₃₀O₈
Molecular Weight	470.50 g/mol
Exact Mass	470.19406791 g/mol
Topological Polar Surface Area (TPSA)	105.00 Å²
XlogP	1.80
Atomic LogP (AlogP)	3.14
H-Bond Acceptor	8
H-Bond Donor	0
Rotatable Bonds	1

Synonyms

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There are no found synonyms.

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	+	0.9772	97.72%
Caco-2	-	0.7064	70.64%
Blood Brain Barrier	+	0.7250	72.50%
Human oral bioavailability	+	0.5857	58.57%
Subcellular localzation	Mitochondria	0.8017	80.17%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8567	85.67%
OATP1B3 inhibitior	+	0.9807	98.07%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	-	0.7500	75.00%
BSEP inhibitior	+	0.9293	92.93%
P-glycoprotein inhibitior	+	0.7047	70.47%
P-glycoprotein substrate	-	0.5097	50.97%
CYP3A4 substrate	+	0.6615	66.15%
CYP2C9 substrate	-	0.6043	60.43%
CYP2D6 substrate	-	0.8231	82.31%
CYP3A4 inhibition	+	0.6355	63.55%
CYP2C9 inhibition	-	0.7868	78.68%
CYP2C19 inhibition	-	0.7920	79.20%
CYP2D6 inhibition	-	0.9335	93.35%
CYP1A2 inhibition	-	0.7993	79.93%
CYP2C8 inhibition	+	0.6528	65.28%
CYP inhibitory promiscuity	-	0.9312	93.12%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9800	98.00%
Carcinogenicity (trinary)	Non-required	0.6118	61.18%
Eye corrosion	-	0.9873	98.73%
Eye irritation	+	0.7346	73.46%
Skin irritation	-	0.7520	75.20%
Skin corrosion	-	0.9028	90.28%
Ames mutagenesis	-	0.5454	54.54%
Human Ether-a-go-go-Related Gene inhibition	+	0.7442	74.42%
Micronuclear	-	0.6600	66.00%
Hepatotoxicity	-	0.6945	69.45%
skin sensitisation	-	0.8635	86.35%
Respiratory toxicity	+	0.6889	68.89%
Reproductive toxicity	+	0.6778	67.78%
Mitochondrial toxicity	+	0.5750	57.50%
Nephrotoxicity	+	0.7839	78.39%
Acute Oral Toxicity (c)	III	0.4425	44.25%
Estrogen receptor binding	+	0.8670	86.70%
Androgen receptor binding	+	0.8652	86.52%
Thyroid receptor binding	+	0.6744	67.44%
Glucocorticoid receptor binding	+	0.8970	89.70%
Aromatase binding	+	0.8685	86.85%
PPAR gamma	+	0.7464	74.64%
Honey bee toxicity	-	0.8114	81.14%
Biodegradation	-	0.6750	67.50%
Crustacea aquatic toxicity	+	0.5400	54.00%
Fish aquatic toxicity	+	0.9904	99.04%

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
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	93.83%	91.11%
CHEMBL3137262	O60341	LSD1/CoREST complex	92.38%	97.09%
CHEMBL3524	P56524	Histone deacetylase 4	91.42%	92.97%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	90.00%	96.09%
CHEMBL2335	P42785	Lysosomal Pro-X carboxypeptidase	88.95%	100.00%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	88.05%	82.69%
CHEMBL1994	P08235	Mineralocorticoid receptor	87.89%	100.00%
CHEMBL2581	P07339	Cathepsin D	87.52%	98.95%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	86.53%	99.23%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	85.64%	94.00%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	85.22%	94.45%
CHEMBL2553	Q15418	Ribosomal protein S6 kinase alpha 1	83.70%	85.11%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	83.03%	95.56%
CHEMBL2094127	P06493	Cyclin-dependent kinase 1/cyclin B	82.25%	96.00%
CHEMBL301	P24941	Cyclin-dependent kinase 2	81.72%	91.23%
CHEMBL1293249	Q13887	Kruppel-like factor 5	81.28%	86.33%
CHEMBL1806	P11388	DNA topoisomerase II alpha	80.66%	89.00%
CHEMBL5608	Q16288	NT-3 growth factor receptor	80.26%	95.89%

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.

Citrus medica

Dictamnus albus

Dictamnus dasycarpus

Esenbeckia berlandieri subsp. litoralis

Glycosmis parva

Phellodendron chinense var. glabriusculum

Vepris suaveolens