Gitogenin

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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	c4f35371-19ab-4d76-be66-44b47f67fbdb
Taxonomy	Lipids and lipid-like molecules > Prenol lipids > Triterpenoids
IUPAC Name	(1R,2S,4S,5'R,6R,7S,8R,9S,12S,13S,15R,16R,18S)-5',7,9,13-tetramethylspiro[5-oxapentacyclo[10.8.0.02,9.04,8.013,18]icosane-6,2'-oxane]-15,16-diol
SMILES (Canonical)	CC1CCC2(C(C3C(O2)CC4C3(CCC5C4CCC6C5(CC(C(C6)O)O)C)C)C)OC1
SMILES (Isomeric)	C[C@@H]1CC[C@@]2([C@H]([C@H]3[C@@H](O2)C[C@@H]4[C@@]3(CC[C@H]5[C@H]4CC[C@@H]6[C@@]5(C[C@H]([C@@H](C6)O)O)C)C)C)OC1
InChI	InChI=1S/C27H44O4/c1-15-7-10-27(30-14-15)16(2)24-23(31-27)12-20-18-6-5-17-11-21(28)22(29)13-26(17,4)19(18)8-9-25(20,24)3/h15-24,28-29H,5-14H2,1-4H3/t15-,16+,17+,18-,19+,20+,21-,22-,23+,24+,25+,26+,27-/m1/s1
InChI Key	FWCXELAAYFYCSR-RYKNUXCGSA-N
Popularity	17 references in papers

Physical and Chemical Properties

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Molecular Formula	C₂₇H₄₄O₄
Molecular Weight	432.60 g/mol
Exact Mass	432.32395988 g/mol
Topological Polar Surface Area (TPSA)	58.90 Å²
XlogP	5.50
Atomic LogP (AlogP)	4.76
H-Bond Acceptor	4
H-Bond Donor	2
Rotatable Bonds	0

Synonyms

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511-96-6

Digin

(25R)-5alpha-Spirostan-2alpha,3beta-diol

Spirostan-2,3-diol, (2a,3b,5a,25R)-

UNII-60ZMY8IH51

60ZMY8IH51

CHEBI:5363

NSC 147752

AI3-62266

Spirostan-2,3-diol, (2alpha,3beta,5alpha,25R)-

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	+	0.8725	87.25%
Caco-2	-	0.5998	59.98%
Blood Brain Barrier	-	0.6750	67.50%
Human oral bioavailability	-	0.5857	58.57%
Subcellular localzation	Mitochondria	0.7301	73.01%
OATP2B1 inhibitior	-	0.5757	57.57%
OATP1B1 inhibitior	+	0.9391	93.91%
OATP1B3 inhibitior	+	0.8524	85.24%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.5500	55.00%
BSEP inhibitior	-	0.7789	77.89%
P-glycoprotein inhibitior	-	0.6565	65.65%
P-glycoprotein substrate	-	0.6873	68.73%
CYP3A4 substrate	+	0.7245	72.45%
CYP2C9 substrate	-	0.7896	78.96%
CYP2D6 substrate	-	0.7545	75.45%
CYP3A4 inhibition	-	0.9296	92.96%
CYP2C9 inhibition	-	0.9423	94.23%
CYP2C19 inhibition	-	0.9237	92.37%
CYP2D6 inhibition	-	0.9562	95.62%
CYP1A2 inhibition	-	0.8689	86.89%
CYP2C8 inhibition	-	0.6125	61.25%
CYP inhibitory promiscuity	-	0.9801	98.01%
UGT catelyzed	+	1.0000	100.00%
Carcinogenicity (binary)	-	0.9600	96.00%
Carcinogenicity (trinary)	Non-required	0.5834	58.34%
Eye corrosion	-	0.9908	99.08%
Eye irritation	-	0.9311	93.11%
Skin irritation	-	0.5825	58.25%
Skin corrosion	-	0.9324	93.24%
Ames mutagenesis	-	0.8000	80.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4090	40.90%
Micronuclear	-	0.9200	92.00%
Hepatotoxicity	-	0.9375	93.75%
skin sensitisation	-	0.9146	91.46%
Respiratory toxicity	+	0.7667	76.67%
Reproductive toxicity	+	0.7222	72.22%
Mitochondrial toxicity	+	0.7250	72.50%
Nephrotoxicity	-	0.7548	75.48%
Acute Oral Toxicity (c)	III	0.4324	43.24%
Estrogen receptor binding	+	0.6889	68.89%
Androgen receptor binding	+	0.5746	57.46%
Thyroid receptor binding	+	0.6039	60.39%
Glucocorticoid receptor binding	+	0.7704	77.04%
Aromatase binding	+	0.7494	74.94%
PPAR gamma	-	0.5000	50.00%
Honey bee toxicity	-	0.5142	51.42%
Biodegradation	-	0.7250	72.50%
Crustacea aquatic toxicity	+	0.5600	56.00%
Fish aquatic toxicity	+	0.8853	88.53%

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	97.23%	96.09%
CHEMBL204	P00734	Thrombin	94.46%	96.01%
CHEMBL4681	P42330	Aldo-keto-reductase family 1 member C3	93.29%	89.05%
CHEMBL3137262	O60341	LSD1/CoREST complex	93.17%	97.09%
CHEMBL1994	P08235	Mineralocorticoid receptor	91.87%	100.00%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	91.17%	91.11%
CHEMBL237	P41145	Kappa opioid receptor	89.91%	98.10%
CHEMBL4685	P14902	Indoleamine 2,3-dioxygenase	89.50%	96.38%
CHEMBL1163125	O60885	Bromodomain-containing protein 4	88.73%	97.31%
CHEMBL253	P34972	Cannabinoid CB2 receptor	87.25%	97.25%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	86.91%	82.69%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	86.49%	94.45%
CHEMBL1914	P06276	Butyrylcholinesterase	86.35%	95.00%
CHEMBL2955	O95136	Sphingosine 1-phosphate receptor Edg-5	86.03%	92.86%
CHEMBL218	P21554	Cannabinoid CB1 receptor	85.75%	96.61%
CHEMBL221	P23219	Cyclooxygenase-1	84.94%	90.17%
CHEMBL6136	O60341	Lysine-specific histone demethylase 1	84.58%	95.58%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	83.90%	95.50%
CHEMBL259	P32245	Melanocortin receptor 4	83.79%	95.38%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	82.72%	96.77%
CHEMBL340	P08684	Cytochrome P450 3A4	82.55%	91.19%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	82.45%	95.89%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	81.56%	96.95%
CHEMBL3351	Q13085	Acetyl-CoA carboxylase 1	81.44%	93.04%
CHEMBL1806	P11388	DNA topoisomerase II alpha	80.99%	89.00%
CHEMBL2274	Q9H228	Sphingosine 1-phosphate receptor Edg-8	80.92%	100.00%
CHEMBL2842	P42345	Serine/threonine-protein kinase mTOR	80.67%	92.78%
CHEMBL4618	P09960	Leukotriene A4 hydrolase	80.44%	97.86%
CHEMBL1871	P10275	Androgen Receptor	80.17%	96.43%

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.

Aframomum zambesiacum

Agave angustifolia var. angustifolia

Agave cerulata

Agave parryi

Alisma plantago-aquatica

Chlorogalum pomeridianum

Chlorophytum comosum