Teuscordonin

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	ab68f395-9e2b-4220-ac80-957091b73186
Taxonomy	Organoheterocyclic compounds > Lactones > Gamma butyrolactones
IUPAC Name	5'-(furan-3-yl)-12-(hydroxymethyl)-10-methylspiro[2-oxatricyclo[6.3.1.04,12]dodec-4-ene-9,3'-oxolane]-2',3-dione
SMILES (Canonical)	CC1CC2C3(C(C14CC(OC4=O)C5=COC=C5)CCC=C3C(=O)O2)CO
SMILES (Isomeric)	CC1CC2C3(C(C14CC(OC4=O)C5=COC=C5)CCC=C3C(=O)O2)CO
InChI	InChI=1S/C20H22O6/c1-11-7-16-20(10-21)13(17(22)26-16)3-2-4-15(20)19(11)8-14(25-18(19)23)12-5-6-24-9-12/h3,5-6,9,11,14-16,21H,2,4,7-8,10H2,1H3
InChI Key	XLVPVNMSPILFPC-UHFFFAOYSA-N
Popularity	2 references in papers

Physical and Chemical Properties

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Molecular Formula	C₂₀H₂₂O₆
Molecular Weight	358.40 g/mol
Exact Mass	358.14163842 g/mol
Topological Polar Surface Area (TPSA)	86.00 Å²
XlogP	2.00
Atomic LogP (AlogP)	2.53
H-Bond Acceptor	6
H-Bond Donor	1
Rotatable Bonds	2

Synonyms

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124817-37-4

87376-66-7

12-epi-Teuscordonin

Teuscorodonin

(+)-Teuscorodonin

5'-(furan-3-yl)-12-(hydroxymethyl)-10-methylspiro[2-oxatricyclo[6.3.1.04,12]dodec-4-ene-9,3'-oxolane]-2',3-dione

DTXSID40924938

Spiro(furan-3(2H),6'-(6H)naphtho(1,8-bc)furan)-2,2'(4'H)-dione,5-(3-furanyl)-4,5,5',5'a,7',8',8'a,8'b-octahydro-8'b-(hydroxymethyl)-7'-methyl-, (3R,5S,5'aS,7'R,8'aR,8'bR)-

5'-(Furan-3-yl)-8b-(hydroxymethyl)-7-methyl-5,5a,7,8,8a,8b-hexahydrospiro[naphtho[1,8-bc]furan-6,3'-oxolane]-2,2'(4H)-dione

Spiro(furan-3(2H),6'-(6H)-naphtho(1,8-bc)furan)-2,2'(4'H)-dione, 5-(3-furanyl)-4,5,5',5'a,7',8',8'a,8'b-octahydro-8'b-(hydroxymethyl)-7'-methyl-, (5'aS-(5'aalpha,6'beta(S*),7'beta,8'abeta,8'bbeta))-

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	+	0.9917	99.17%
Caco-2	-	0.5587	55.87%
Blood Brain Barrier	+	0.7250	72.50%
Human oral bioavailability	+	0.5286	52.86%
Subcellular localzation	Mitochondria	0.8308	83.08%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8305	83.05%
OATP1B3 inhibitior	+	0.9462	94.62%
MATE1 inhibitior	-	0.7200	72.00%
OCT2 inhibitior	-	0.5750	57.50%
BSEP inhibitior	-	0.6217	62.17%
P-glycoprotein inhibitior	-	0.7088	70.88%
P-glycoprotein substrate	-	0.6398	63.98%
CYP3A4 substrate	+	0.6321	63.21%
CYP2C9 substrate	-	0.8042	80.42%
CYP2D6 substrate	-	0.8685	86.85%
CYP3A4 inhibition	-	0.5423	54.23%
CYP2C9 inhibition	-	0.7996	79.96%
CYP2C19 inhibition	-	0.8469	84.69%
CYP2D6 inhibition	-	0.9157	91.57%
CYP1A2 inhibition	-	0.7346	73.46%
CYP2C8 inhibition	+	0.5000	50.00%
CYP inhibitory promiscuity	-	0.7805	78.05%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Danger	0.5149	51.49%
Eye corrosion	-	0.9872	98.72%
Eye irritation	-	0.9587	95.87%
Skin irritation	-	0.5882	58.82%
Skin corrosion	-	0.9384	93.84%
Ames mutagenesis	+	0.5700	57.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7822	78.22%
Micronuclear	-	0.7200	72.00%
Hepatotoxicity	+	0.6500	65.00%
skin sensitisation	-	0.8978	89.78%
Respiratory toxicity	+	0.6778	67.78%
Reproductive toxicity	+	0.8556	85.56%
Mitochondrial toxicity	+	0.7000	70.00%
Nephrotoxicity	+	0.5728	57.28%
Acute Oral Toxicity (c)	III	0.5297	52.97%
Estrogen receptor binding	+	0.8849	88.49%
Androgen receptor binding	+	0.5831	58.31%
Thyroid receptor binding	-	0.5555	55.55%
Glucocorticoid receptor binding	+	0.6752	67.52%
Aromatase binding	+	0.7180	71.80%
PPAR gamma	-	0.5598	55.98%
Honey bee toxicity	-	0.8967	89.67%
Biodegradation	-	0.6500	65.00%
Crustacea aquatic toxicity	-	0.5700	57.00%
Fish aquatic toxicity	+	0.9931	99.31%

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
CHEMBL3137262	O60341	LSD1/CoREST complex	96.66%	97.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	94.10%	91.11%
CHEMBL253	P34972	Cannabinoid CB2 receptor	93.26%	97.25%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	91.82%	96.09%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	87.82%	85.14%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	87.65%	95.56%
CHEMBL1293249	Q13887	Kruppel-like factor 5	84.83%	86.33%
CHEMBL1806	P11388	DNA topoisomerase II alpha	84.45%	89.00%
CHEMBL1994	P08235	Mineralocorticoid receptor	82.97%	100.00%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	81.94%	99.23%
CHEMBL2581	P07339	Cathepsin D	81.90%	98.95%
CHEMBL221	P23219	Cyclooxygenase-1	81.89%	90.17%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	81.01%	97.14%
CHEMBL4208	P20618	Proteasome component C5	80.23%	90.00%

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.