Zygadenine

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	06fa481e-9ba8-4cbb-93c9-49bbe923e27a
Taxonomy	Lipids and lipid-like molecules > Steroids and steroid derivatives > Steroidal alkaloids > Cerveratrum-type alkaloids
IUPAC Name	(1S,2S,6S,9S,10S,11R,12R,13S,14S,15S,18S,19S,22S,23S,25R)-6,10,19-trimethyl-24-oxa-4-azaheptacyclo[12.12.0.02,11.04,9.015,25.018,23.019,25]hexacosane-10,12,13,14,22,23-hexol
SMILES (Canonical)	CC1CCC2C(C3C(CN2C1)C4CC56C(C4(C(C3O)O)O)CCC7C5(CCC(C7(O6)O)O)C)(C)O
SMILES (Isomeric)	C[C@H]1CC[C@H]2[C@@]([C@@H]3[C@@H](CN2C1)[C@@H]4C[C@@]56[C@H]([C@@]4([C@H]([C@@H]3O)O)O)CC[C@H]7[C@@]5(CC[C@@H]([C@]7(O6)O)O)C)(C)O
InChI	InChI=1S/C27H43NO7/c1-13-4-7-18-24(3,32)20-14(12-28(18)11-13)15-10-25-17(26(15,33)22(31)21(20)30)6-5-16-23(25,2)9-8-19(29)27(16,34)35-25/h13-22,29-34H,4-12H2,1-3H3/t13-,14-,15-,16-,17+,18-,19-,20+,21+,22-,23-,24+,25+,26-,27-/m0/s1
InChI Key	NPNDUIMQBJIGQS-IDFKWMMPSA-N
Popularity	0 references in papers

Physical and Chemical Properties

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Molecular Formula	C₂₇H₄₃NO₇
Molecular Weight	493.60 g/mol
Exact Mass	493.30395271 g/mol
Topological Polar Surface Area (TPSA)	134.00 Å²
XlogP	-0.10
Atomic LogP (AlogP)	0.22
H-Bond Acceptor	8
H-Bond Donor	6
Rotatable Bonds	0

Synonyms

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Zygadenin

545-45-9

UNII-0N72U4OAF7

0N72U4OAF7

(1S,2S,6S,9S,10S,11R,12R,13S,14S,15S,18S,19S,22S,23S,25R)-6,10,19-trimethyl-24-oxa-4-azaheptacyclo[12.12.0.02,11.04,9.015,25.018,23.019,25]hexacosane-10,12,13,14,22,23-hexol

Cevane-3,4,14,15,16,20-hexol, 4,9-epoxy-, (3beta,4alpha,15alpha,16beta)-

C10831

ZYGADENINE [MI]

C27H43NO7

CHEBI:10130

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	-	0.5685	56.85%
Caco-2	-	0.7714	77.14%
Blood Brain Barrier	-	0.5750	57.50%
Human oral bioavailability	-	0.6429	64.29%
Subcellular localzation	Lysosomes	0.7482	74.82%
OATP2B1 inhibitior	-	0.5799	57.99%
OATP1B1 inhibitior	+	0.9106	91.06%
OATP1B3 inhibitior	+	0.9521	95.21%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.6750	67.50%
BSEP inhibitior	-	0.6529	65.29%
P-glycoprotein inhibitior	-	0.7140	71.40%
P-glycoprotein substrate	-	0.5612	56.12%
CYP3A4 substrate	+	0.6918	69.18%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.7194	71.94%
CYP3A4 inhibition	-	0.9719	97.19%
CYP2C9 inhibition	-	0.9244	92.44%
CYP2C19 inhibition	-	0.9069	90.69%
CYP2D6 inhibition	-	0.9446	94.46%
CYP1A2 inhibition	-	0.9442	94.42%
CYP2C8 inhibition	+	0.4704	47.04%
CYP inhibitory promiscuity	-	0.9914	99.14%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.5331	53.31%
Eye corrosion	-	0.9863	98.63%
Eye irritation	-	0.9436	94.36%
Skin irritation	-	0.7657	76.57%
Skin corrosion	-	0.9228	92.28%
Ames mutagenesis	-	0.6637	66.37%
Human Ether-a-go-go-Related Gene inhibition	-	0.4067	40.67%
Micronuclear	+	0.5100	51.00%
Hepatotoxicity	-	0.5714	57.14%
skin sensitisation	-	0.8492	84.92%
Respiratory toxicity	+	0.7667	76.67%
Reproductive toxicity	+	0.8889	88.89%
Mitochondrial toxicity	+	0.9750	97.50%
Nephrotoxicity	-	0.5870	58.70%
Acute Oral Toxicity (c)	III	0.3705	37.05%
Estrogen receptor binding	+	0.6219	62.19%
Androgen receptor binding	+	0.7499	74.99%
Thyroid receptor binding	+	0.5634	56.34%
Glucocorticoid receptor binding	+	0.6335	63.35%
Aromatase binding	+	0.7262	72.62%
PPAR gamma	+	0.6051	60.51%
Honey bee toxicity	-	0.7618	76.18%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	+	0.6700	67.00%
Fish aquatic toxicity	-	0.5435	54.35%

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	94.75%	96.09%
CHEMBL4681	P42330	Aldo-keto-reductase family 1 member C3	93.50%	89.05%
CHEMBL1994	P08235	Mineralocorticoid receptor	90.33%	100.00%
CHEMBL253	P34972	Cannabinoid CB2 receptor	88.67%	97.25%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	86.85%	96.77%
CHEMBL3746	P80365	11-beta-hydroxysteroid dehydrogenase 2	86.59%	94.78%
CHEMBL5608	Q16288	NT-3 growth factor receptor	86.53%	95.89%
CHEMBL1293249	Q13887	Kruppel-like factor 5	86.42%	86.33%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	85.61%	97.14%
CHEMBL4803	P29474	Nitric-oxide synthase, endothelial	85.27%	86.00%
CHEMBL3137262	O60341	LSD1/CoREST complex	85.10%	97.09%
CHEMBL1871	P10275	Androgen Receptor	84.06%	96.43%
CHEMBL2581	P07339	Cathepsin D	83.26%	98.95%
CHEMBL241	Q14432	Phosphodiesterase 3A	82.52%	92.94%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	81.80%	95.50%
CHEMBL5163	Q9NY46	Sodium channel protein type III alpha subunit	81.18%	96.90%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	80.54%	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.