Teucrin A

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	f126c9e4-e543-4eb1-8ea8-8668fe85a859
Taxonomy	Organoheterocyclic compounds > Lactones > Gamma butyrolactones
IUPAC Name	(1R,5'S,8S,9S,10S,11S)-5'-(furan-3-yl)-11-hydroxy-10-methylspiro[2-oxatricyclo[6.3.1.04,12]dodec-4(12)-ene-9,3'-oxolane]-2',3-dione
SMILES (Canonical)	CC1C(C2C3=C(CCCC3C14CC(OC4=O)C5=COC=C5)C(=O)O2)O
SMILES (Isomeric)	C[C@@H]1[C@@H]([C@H]2C3=C(CCC[C@@H]3[C@@]14C[C@H](OC4=O)C5=COC=C5)C(=O)O2)O
InChI	InChI=1S/C19H20O6/c1-9-15(20)16-14-11(17(21)25-16)3-2-4-12(14)19(9)7-13(24-18(19)22)10-5-6-23-8-10/h5-6,8-9,12-13,15-16,20H,2-4,7H2,1H3/t9-,12+,13+,15+,16-,19-/m1/s1
InChI Key	AONLJCCUYGGOSW-PJERILTQSA-N
Popularity	40 references in papers

Physical and Chemical Properties

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Molecular Formula	C₁₉H₂₀O₆
Molecular Weight	344.40 g/mol
Exact Mass	344.12598835 g/mol
Topological Polar Surface Area (TPSA)	86.00 Å²
XlogP	1.30
Atomic LogP (AlogP)	2.29
H-Bond Acceptor	6
H-Bond Donor	1
Rotatable Bonds	1

Synonyms

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12798-51-5

D9TAG4C3XL

(1R,5'S,8S,9S,10S,11S)-5'-(furan-3-yl)-11-hydroxy-10-methylspiro[2-oxatricyclo[6.3.1.04,12]dodec-4(12)-ene-9,3'-oxolane]-2',3-dione

Spiro[furan-3(2H),6'-[6H]naphtho[1,8-bc]furan]-2,2'(4'H)-dione, 5-(3-furanyl)-3',4,5,5',5'a,7',8',8'a-octahydro-8'-hydroxy-7'-methyl-, (3S,5S,5'aS,7'S,8'S,8'aR)-

Spiro[furan-3(2H),6'-[6H]naphtho[1,8-bc]furan]-2,2'(4'H)-dione,5-(3-furanyl)-3',4,5,5',5'a,7',8',8'a-octahydro-8'-hydroxy-7'-methyl-,(3S,5S,5'aS,7'S,8'S,8'aR)-

(5aS-(5'aalpha,6'beta(R*),7'beta,8'beta,8'aalpha))-5-(3-Furanyl)-3',4,5,5',5'a,7',8',8'a-octahydro-8'-hydroxy-7'-methylspiro(furan-3(2H),6'-(6H)naphtho(1,8-bc)furan)-2,2'(4'H)-dione

UNII-D9TAG4C3XL

DTXSID50926049

AKOS040736055

NCGC00385790-01

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	+	0.9908	99.08%
Caco-2	-	0.5912	59.12%
Blood Brain Barrier	+	0.6750	67.50%
Human oral bioavailability	-	0.6286	62.86%
Subcellular localzation	Mitochondria	0.8522	85.22%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8317	83.17%
OATP1B3 inhibitior	+	0.9174	91.74%
MATE1 inhibitior	-	0.8400	84.00%
OCT2 inhibitior	-	0.6750	67.50%
BSEP inhibitior	-	0.8383	83.83%
P-glycoprotein inhibitior	-	0.7837	78.37%
P-glycoprotein substrate	-	0.7288	72.88%
CYP3A4 substrate	+	0.6135	61.35%
CYP2C9 substrate	-	0.8087	80.87%
CYP2D6 substrate	-	0.8550	85.50%
CYP3A4 inhibition	-	0.7453	74.53%
CYP2C9 inhibition	-	0.8670	86.70%
CYP2C19 inhibition	-	0.8891	88.91%
CYP2D6 inhibition	-	0.9421	94.21%
CYP1A2 inhibition	+	0.5213	52.13%
CYP2C8 inhibition	-	0.7141	71.41%
CYP inhibitory promiscuity	-	0.8708	87.08%
UGT catelyzed	+	0.9000	90.00%
Carcinogenicity (binary)	-	0.9500	95.00%
Carcinogenicity (trinary)	Danger	0.5384	53.84%
Eye corrosion	-	0.9875	98.75%
Eye irritation	-	0.9723	97.23%
Skin irritation	-	0.5297	52.97%
Skin corrosion	-	0.8843	88.43%
Ames mutagenesis	-	0.6300	63.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7053	70.53%
Micronuclear	-	0.6400	64.00%
Hepatotoxicity	+	0.9125	91.25%
skin sensitisation	-	0.8611	86.11%
Respiratory toxicity	+	0.7333	73.33%
Reproductive toxicity	+	0.9444	94.44%
Mitochondrial toxicity	+	0.8250	82.50%
Nephrotoxicity	-	0.6518	65.18%
Acute Oral Toxicity (c)	III	0.3517	35.17%
Estrogen receptor binding	+	0.8055	80.55%
Androgen receptor binding	+	0.6364	63.64%
Thyroid receptor binding	-	0.7468	74.68%
Glucocorticoid receptor binding	+	0.7535	75.35%
Aromatase binding	+	0.5252	52.52%
PPAR gamma	-	0.5000	50.00%
Honey bee toxicity	-	0.8904	89.04%
Biodegradation	-	0.7500	75.00%
Crustacea aquatic toxicity	-	0.5200	52.00%
Fish aquatic toxicity	+	0.9939	99.39%

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	94.63%	97.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	93.44%	91.11%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	93.08%	95.56%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	91.98%	85.14%
CHEMBL2039	P27338	Monoamine oxidase B	89.03%	92.51%
CHEMBL2581	P07339	Cathepsin D	88.78%	98.95%
CHEMBL1806	P11388	DNA topoisomerase II alpha	88.22%	89.00%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	87.74%	96.09%
CHEMBL253	P34972	Cannabinoid CB2 receptor	86.35%	97.25%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	85.59%	99.23%
CHEMBL1994	P08235	Mineralocorticoid receptor	85.34%	100.00%
CHEMBL221	P23219	Cyclooxygenase-1	82.39%	90.17%
CHEMBL1293249	Q13887	Kruppel-like factor 5	82.03%	86.33%
CHEMBL5608	Q16288	NT-3 growth factor receptor	81.84%	95.89%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	81.13%	97.14%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	81.04%	94.00%
CHEMBL1951	P21397	Monoamine oxidase A	80.40%	91.49%

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.

Dichrocephala integrifolia subsp. integrifolia

Teucrium microphyllum

Teucrium polium

Teucrium webbianum