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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	3d14b88f-7fe7-428b-be9b-389b3b1fa668
Taxonomy	Organoheterocyclic compounds > Quinolizidines
IUPAC Name	(1S,13Z,17S,19R)-9-hydroxy-4,5-dimethoxy-16-oxa-24-azapentacyclo[15.7.1.18,12.02,7.019,24]hexacosa-2,4,6,8,10,12(26),13-heptaen-15-one
SMILES (Canonical)	COC1=C(C=C2C(=C1)C3CC(CC4N3CCCC4)OC(=O)C=CC5=CC2=C(C=C5)O)OC
SMILES (Isomeric)	COC1=C(C=C2C(=C1)[C@@H]3C[C@H](C[C@@H]4N3CCCC4)OC(=O)/C=C\C5=CC2=C(C=C5)O)OC
InChI	InChI=1S/C26H29NO5/c1-30-24-14-19-20(15-25(24)31-2)22-13-18(12-17-5-3-4-10-27(17)22)32-26(29)9-7-16-6-8-23(28)21(19)11-16/h6-9,11,14-15,17-18,22,28H,3-5,10,12-13H2,1-2H3/b9-7-/t17-,18+,22+/m1/s1
InChI Key	WCZWUYYJZVBKDZ-VMSBZHFZSA-N
Popularity	34 references in papers

Physical and Chemical Properties

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Molecular Formula	C₂₆H₂₉NO₅
Molecular Weight	435.50 g/mol
Exact Mass	435.20457303 g/mol
Topological Polar Surface Area (TPSA)	68.20 Å²
XlogP	4.60
Atomic LogP (AlogP)	4.70
H-Bond Acceptor	6
H-Bond Donor	1
Rotatable Bonds	2

Synonyms

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10308-13-1

Cryogenine (alkaloid)

Vertinealkaloid

NSC 272693

OR77C8W8TA

(10-alpha)-4'',5''-Dimethoxy-2'-hydroxylythran-12-one

Lythran-12-one, 2'-hydroxy-4'',5''-dimethoxy-, (10alpha)-

Lythran-12-one, 4'',5''-dimethoxy-2'-hydroxy-, (10-alpha)-

(13Z)-9-Hydroxy-4,5-dimethoxy-16-oxa-24-azapentacyclo[15.7.1.18,12.02,7.019,24]hexacosa-2,4,6,8,10,12(26),13-heptaen-15-one

(1S,13Z,17S,19R)-9-hydroxy-4,5-dimethoxy-16-oxa-24-azapentacyclo[15.7.1.18,12.02,7.019,24]hexacosa-2,4,6,8,10,12(26),13-heptaen-15-one

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	+	0.8937	89.37%
Caco-2	+	0.6887	68.87%
Blood Brain Barrier	+	0.6000	60.00%
Human oral bioavailability	-	0.5857	58.57%
Subcellular localzation	Mitochondria	0.7923	79.23%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8761	87.61%
OATP1B3 inhibitior	+	0.9366	93.66%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	-	0.5250	52.50%
BSEP inhibitior	+	0.9743	97.43%
P-glycoprotein inhibitior	+	0.9183	91.83%
P-glycoprotein substrate	+	0.6017	60.17%
CYP3A4 substrate	+	0.6807	68.07%
CYP2C9 substrate	-	0.6189	61.89%
CYP2D6 substrate	-	0.6690	66.90%
CYP3A4 inhibition	-	0.7772	77.72%
CYP2C9 inhibition	-	0.9136	91.36%
CYP2C19 inhibition	-	0.6360	63.60%
CYP2D6 inhibition	+	0.5100	51.00%
CYP1A2 inhibition	+	0.5485	54.85%
CYP2C8 inhibition	-	0.6173	61.73%
CYP inhibitory promiscuity	-	0.8024	80.24%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9600	96.00%
Carcinogenicity (trinary)	Non-required	0.5753	57.53%
Eye corrosion	-	0.9905	99.05%
Eye irritation	-	0.9686	96.86%
Skin irritation	-	0.7930	79.30%
Skin corrosion	-	0.9642	96.42%
Ames mutagenesis	-	0.5900	59.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7000	70.00%
Micronuclear	+	0.6400	64.00%
Hepatotoxicity	+	0.6002	60.02%
skin sensitisation	-	0.8651	86.51%
Respiratory toxicity	+	0.7333	73.33%
Reproductive toxicity	+	0.7556	75.56%
Mitochondrial toxicity	+	0.8500	85.00%
Nephrotoxicity	+	0.5739	57.39%
Acute Oral Toxicity (c)	III	0.7845	78.45%
Estrogen receptor binding	+	0.5947	59.47%
Androgen receptor binding	+	0.8493	84.93%
Thyroid receptor binding	-	0.5000	50.00%
Glucocorticoid receptor binding	+	0.7848	78.48%
Aromatase binding	+	0.5403	54.03%
PPAR gamma	-	0.6525	65.25%
Honey bee toxicity	-	0.8411	84.11%
Biodegradation	-	0.8750	87.50%
Crustacea aquatic toxicity	+	0.6051	60.51%
Fish aquatic toxicity	+	0.8507	85.07%

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	95.52%	96.09%
CHEMBL2581	P07339	Cathepsin D	94.66%	98.95%
CHEMBL241	Q14432	Phosphodiesterase 3A	94.37%	92.94%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	92.47%	95.56%
CHEMBL5608	Q16288	NT-3 growth factor receptor	91.98%	95.89%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	89.56%	91.11%
CHEMBL1293249	Q13887	Kruppel-like factor 5	88.81%	86.33%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	88.09%	90.71%
CHEMBL2535	P11166	Glucose transporter	87.93%	98.75%
CHEMBL3137262	O60341	LSD1/CoREST complex	87.54%	97.09%
CHEMBL225	P28335	Serotonin 2c (5-HT2c) receptor	87.34%	89.62%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	87.01%	85.14%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	86.20%	99.23%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	85.72%	82.69%
CHEMBL1806	P11388	DNA topoisomerase II alpha	84.77%	89.00%
CHEMBL5311	P37023	Serine/threonine-protein kinase receptor R3	84.37%	82.67%
CHEMBL2781	P19634	Sodium/hydrogen exchanger 1	84.30%	90.24%
CHEMBL3351	Q13085	Acetyl-CoA carboxylase 1	83.83%	93.04%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	83.43%	97.14%
CHEMBL2094127	P06493	Cyclin-dependent kinase 1/cyclin B	82.99%	96.00%
CHEMBL1873	P00750	Tissue-type plasminogen activator	82.92%	93.33%
CHEMBL4208	P20618	Proteasome component C5	82.72%	90.00%
CHEMBL1907600	Q00535	Cyclin-dependent kinase 5/CDK5 activator 1	82.34%	93.03%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	82.20%	94.00%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	82.14%	99.15%
CHEMBL2274	Q9H228	Sphingosine 1-phosphate receptor Edg-8	80.97%	100.00%
CHEMBL253	P34972	Cannabinoid CB2 receptor	80.93%	97.25%
CHEMBL3746	P80365	11-beta-hydroxysteroid dehydrogenase 2	80.92%	94.78%
CHEMBL1978	P11511	Cytochrome P450 19A1	80.65%	91.76%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	80.16%	92.62%
CHEMBL5469	Q14289	Protein tyrosine kinase 2 beta	80.10%	91.03%
CHEMBL3438	Q05513	Protein kinase C zeta	80.09%	88.48%

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.

Decodon verticillatus

Eclipta prostrata

Heimia montana

Heimia salicifolia