Pretazettine

Details

Physical and Chemical Properties

Synonyms

2D Structure

3D Structure

ADMET Properties

Targets (proven and/or predicted)

Plants that contains it

Cross-Links

Details

Top

Internal ID	2a4b50d6-bf02-408d-b54f-6c92dd06bfaa
Taxonomy	Alkaloids and derivatives > Amaryllidaceae alkaloids > Tazettine-type amaryllidaceae alkaloids
IUPAC Name	(1S,11R,13R,16S,18S)-18-methoxy-15-methyl-5,7,12-trioxa-15-azapentacyclo[11.7.0.01,16.02,10.04,8]icosa-2,4(8),9,19-tetraen-11-ol
SMILES (Canonical)	CN1CC2C3(C1CC(C=C3)OC)C4=CC5=C(C=C4C(O2)O)OCO5
SMILES (Isomeric)	CN1C[C@H]2[C@]3([C@@H]1C[C@@H](C=C3)OC)C4=CC5=C(C=C4[C@@H](O2)O)OCO5
InChI	InChI=1S/C18H21NO5/c1-19-8-16-18(4-3-10(21-2)5-15(18)19)12-7-14-13(22-9-23-14)6-11(12)17(20)24-16/h3-4,6-7,10,15-17,20H,5,8-9H2,1-2H3/t10-,15+,16+,17-,18+/m1/s1
InChI Key	KLJOYDMUWKSYBP-YNBLHMCPSA-N
Popularity	20 references in papers

Physical and Chemical Properties

Top

Molecular Formula	C₁₈H₂₁NO₅
Molecular Weight	331.40 g/mol
Exact Mass	331.14197277 g/mol
Topological Polar Surface Area (TPSA)	60.40 Å²
XlogP	1.30
Atomic LogP (AlogP)	1.33
H-Bond Acceptor	6
H-Bond Donor	1
Rotatable Bonds	1

Synonyms

Top

17322-84-8

CHEBI:8402

(1S,11R,13R,16S,18S)-18-methoxy-15-methyl-5,7,12-trioxa-15-azapentacyclo[11.7.0.01,16.02,10.04,8]icosa-2,4(8),9,19-tetraen-11-ol

3,4,4a,5,6,6a-Hexahydro-3-methoxy-5-methyl-8H- (1,3)dioxolo(6,7)(2)benzopyrano(3,4-c)indol-8-ol (stereoisomer)

17322-85-9

CHEMBL518912

DTXSID10938345

8H-[1,3]Dioxolo[6,7][2]benzopyrano[3,4-c]indol-8-ol,3,4,4a,5,6,6a-hexahydro-3-methoxy-5-methyl-, (3S,4aS,6aR,8R,13bS)-

C08536

Tazettine, 6a-deoxy-8-hydroxy-, (6abeta,8beta)-

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

2D Structure

Top

3D Structure

Top

ADMET Properties (via admetSAR 2)

Top

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9035	90.35%
Caco-2	+	0.8724	87.24%
Blood Brain Barrier	+	0.7500	75.00%
Human oral bioavailability	-	0.5571	55.71%
Subcellular localzation	Lysosomes	0.5159	51.59%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9218	92.18%
OATP1B3 inhibitior	+	0.9452	94.52%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.6500	65.00%
BSEP inhibitior	+	0.5731	57.31%
P-glycoprotein inhibitior	-	0.8024	80.24%
P-glycoprotein substrate	-	0.5464	54.64%
CYP3A4 substrate	+	0.6474	64.74%
CYP2C9 substrate	-	0.6194	61.94%
CYP2D6 substrate	+	0.4339	43.39%
CYP3A4 inhibition	-	0.8731	87.31%
CYP2C9 inhibition	-	0.9035	90.35%
CYP2C19 inhibition	+	0.5061	50.61%
CYP2D6 inhibition	+	0.6426	64.26%
CYP1A2 inhibition	-	0.7264	72.64%
CYP2C8 inhibition	-	0.8676	86.76%
CYP inhibitory promiscuity	-	0.6235	62.35%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9800	98.00%
Carcinogenicity (trinary)	Non-required	0.5639	56.39%
Eye corrosion	-	0.9881	98.81%
Eye irritation	-	0.9770	97.70%
Skin irritation	-	0.7906	79.06%
Skin corrosion	-	0.9380	93.80%
Ames mutagenesis	+	0.5200	52.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7892	78.92%
Micronuclear	+	0.6200	62.00%
Hepatotoxicity	+	0.5250	52.50%
skin sensitisation	-	0.8160	81.60%
Respiratory toxicity	+	0.7444	74.44%
Reproductive toxicity	+	0.9333	93.33%
Mitochondrial toxicity	+	0.9750	97.50%
Nephrotoxicity	-	0.6440	64.40%
Acute Oral Toxicity (c)	III	0.7311	73.11%
Estrogen receptor binding	+	0.6702	67.02%
Androgen receptor binding	+	0.6454	64.54%
Thyroid receptor binding	+	0.7191	71.91%
Glucocorticoid receptor binding	+	0.6498	64.98%
Aromatase binding	-	0.5000	50.00%
PPAR gamma	+	0.6574	65.74%
Honey bee toxicity	-	0.7715	77.15%
Biodegradation	-	0.9000	90.00%
Crustacea aquatic toxicity	+	0.6000	60.00%
Fish aquatic toxicity	+	0.8475	84.75%

Targets

Top

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
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	98.78%	94.45%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	98.77%	96.09%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	98.40%	96.77%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	95.19%	85.14%
CHEMBL3137262	O60341	LSD1/CoREST complex	93.20%	97.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	93.00%	91.11%
CHEMBL253	P34972	Cannabinoid CB2 receptor	90.27%	97.25%
CHEMBL4208	P20618	Proteasome component C5	88.87%	90.00%
CHEMBL1806	P11388	DNA topoisomerase II alpha	85.46%	89.00%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	85.25%	92.62%
CHEMBL5697	Q9GZT9	Egl nine homolog 1	85.20%	93.40%
CHEMBL230	P35354	Cyclooxygenase-2	85.14%	89.63%
CHEMBL2581	P07339	Cathepsin D	84.55%	98.95%
CHEMBL4040	P28482	MAP kinase ERK2	84.48%	83.82%
CHEMBL4225	P49760	Dual specificity protein kinase CLK2	84.24%	80.96%
CHEMBL1293249	Q13887	Kruppel-like factor 5	83.69%	86.33%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	83.29%	95.56%
CHEMBL225	P28335	Serotonin 2c (5-HT2c) receptor	81.95%	89.62%
CHEMBL5608	Q16288	NT-3 growth factor receptor	81.70%	95.89%
CHEMBL2069156	Q14145	Kelch-like ECH-associated protein 1	81.64%	82.38%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	81.37%	90.71%
CHEMBL1994	P08235	Mineralocorticoid receptor	80.87%	100.00%
CHEMBL2413	P32246	C-C chemokine receptor type 1	80.64%	89.50%
CHEMBL5469	Q14289	Protein tyrosine kinase 2 beta	80.45%	91.03%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	80.11%	91.07%

Plants that contains it

Top

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.

Cleome viscosa

Cyrtanthus obliquus

Dalbergia candenatensis

Dryopteris dilatata

Hippeastrum glaucescens

Hippeastrum morelianum

Hymenocallis littoralis