Cyasterone

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	56b2588f-ab3f-4334-a18c-9b4885c81eb7
Taxonomy	Lipids and lipid-like molecules > Prenol lipids > Triterpenoids
IUPAC Name	(3S,4S,5R)-4-[(2R,3R)-2,3-dihydroxy-3-[(2S,3R,5R,9R,10R,13R,14S,17S)-2,3,14-trihydroxy-10,13-dimethyl-6-oxo-2,3,4,5,9,11,12,15,16,17-decahydro-1H-cyclopenta[a]phenanthren-17-yl]butyl]-3,5-dimethyloxolan-2-one
SMILES (Canonical)	CC1C(C(OC1=O)C)CC(C(C)(C2CCC3(C2(CCC4C3=CC(=O)C5C4(CC(C(C5)O)O)C)C)O)O)O
SMILES (Isomeric)	C[C@H]1[C@@H]([C@H](OC1=O)C)C[C@H]([C@@](C)([C@H]2CC[C@@]3([C@@]2(CC[C@H]4C3=CC(=O)[C@H]5[C@@]4(C[C@@H]([C@@H](C5)O)O)C)C)O)O)O
InChI	InChI=1S/C29H44O8/c1-14-16(15(2)37-25(14)34)10-24(33)28(5,35)23-7-9-29(36)18-11-20(30)19-12-21(31)22(32)13-26(19,3)17(18)6-8-27(23,29)4/h11,14-17,19,21-24,31-33,35-36H,6-10,12-13H2,1-5H3/t14-,15+,16-,17-,19-,21+,22-,23-,24+,26+,27+,28+,29+/m0/s1
InChI Key	NEFYSBQJYCICOG-YSEUJXISSA-N
Popularity	121 references in papers

Physical and Chemical Properties

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Molecular Formula	C₂₉H₄₄O₈
Molecular Weight	520.70 g/mol
Exact Mass	520.30361836 g/mol
Topological Polar Surface Area (TPSA)	145.00 Å²
XlogP	1.00
Atomic LogP (AlogP)	1.89
H-Bond Acceptor	8
H-Bond Donor	5
Rotatable Bonds	4

Synonyms

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Cyasteron

17086-76-9

CHEBI:29012

(3S,4S,5R)-4-[(2R,3R)-2,3-dihydroxy-3-[(2S,3R,5R,9R,10R,13R,14S,17S)-2,3,14-trihydroxy-10,13-dimethyl-6-oxo-2,3,4,5,9,11,12,15,16,17-decahydro-1H-cyclopenta[a]phenanthren-17-yl]butyl]-3,5-dimethyloxolan-2-one

AI3-44890

(22R,24S,25S,28R)-2beta,3beta,14,20,22-pentahydroxy-26,28-epoxy-5beta-stigmast-7-ene-6,26-dione

5-beta-Stigmast-7-en-26-oic acid, 2-beta,3-beta,14,20,22,28-hexahydroxy-6-oxo-, gamma-lactone, (22R,24S,25S,28R)-

Stigmast-7-en-26-oic acid, 2,3,14,20,22,28-hexahydroxy-6-oxo-, gamma-lactone (2beta,3beta,5beta,22R,24S,25S,28R)-

VWR78EE33V

SCHEMBL990321

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	+	0.9787	97.87%
Caco-2	-	0.6656	66.56%
Blood Brain Barrier	+	0.6250	62.50%
Human oral bioavailability	-	0.5286	52.86%
Subcellular localzation	Mitochondria	0.8150	81.50%
OATP2B1 inhibitior	-	0.7138	71.38%
OATP1B1 inhibitior	+	0.8900	89.00%
OATP1B3 inhibitior	+	0.9117	91.17%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.5803	58.03%
BSEP inhibitior	+	0.5872	58.72%
P-glycoprotein inhibitior	-	0.5000	50.00%
P-glycoprotein substrate	+	0.6231	62.31%
CYP3A4 substrate	+	0.7085	70.85%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.9048	90.48%
CYP3A4 inhibition	+	0.5845	58.45%
CYP2C9 inhibition	-	0.8404	84.04%
CYP2C19 inhibition	-	0.7943	79.43%
CYP2D6 inhibition	-	0.9350	93.50%
CYP1A2 inhibition	-	0.7885	78.85%
CYP2C8 inhibition	-	0.5572	55.72%
CYP inhibitory promiscuity	-	0.9311	93.11%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	1.0000	100.00%
Carcinogenicity (trinary)	Non-required	0.5064	50.64%
Eye corrosion	-	0.9930	99.30%
Eye irritation	-	0.9286	92.86%
Skin irritation	+	0.7192	71.92%
Skin corrosion	-	0.9169	91.69%
Ames mutagenesis	-	0.7070	70.70%
Human Ether-a-go-go-Related Gene inhibition	-	0.5000	50.00%
Micronuclear	-	0.7800	78.00%
Hepatotoxicity	+	0.5638	56.38%
skin sensitisation	-	0.8471	84.71%
Respiratory toxicity	+	0.8333	83.33%
Reproductive toxicity	+	0.9667	96.67%
Mitochondrial toxicity	+	0.9625	96.25%
Nephrotoxicity	-	0.8385	83.85%
Acute Oral Toxicity (c)	III	0.3899	38.99%
Estrogen receptor binding	+	0.7454	74.54%
Androgen receptor binding	+	0.7454	74.54%
Thyroid receptor binding	+	0.5592	55.92%
Glucocorticoid receptor binding	+	0.7299	72.99%
Aromatase binding	+	0.6982	69.82%
PPAR gamma	-	0.4936	49.36%
Honey bee toxicity	-	0.7584	75.84%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	-	0.5500	55.00%
Fish aquatic toxicity	+	0.9938	99.38%

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
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	99.42%	85.14%
CHEMBL253	P34972	Cannabinoid CB2 receptor	99.29%	97.25%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	97.78%	91.11%
CHEMBL3137262	O60341	LSD1/CoREST complex	93.70%	97.09%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	91.14%	91.07%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	90.79%	95.56%
CHEMBL1994	P08235	Mineralocorticoid receptor	90.53%	100.00%
CHEMBL2581	P07339	Cathepsin D	90.30%	98.95%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	89.78%	96.09%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	88.17%	97.14%
CHEMBL1806	P11388	DNA topoisomerase II alpha	86.62%	89.00%
CHEMBL3746	P80365	11-beta-hydroxysteroid dehydrogenase 2	86.48%	94.78%
CHEMBL5608	Q16288	NT-3 growth factor receptor	84.83%	95.89%
CHEMBL1293249	Q13887	Kruppel-like factor 5	84.75%	86.33%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	83.03%	82.69%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	82.74%	96.77%
CHEMBL1871	P10275	Androgen Receptor	81.26%	96.43%
CHEMBL3922	P50579	Methionine aminopeptidase 2	80.49%	97.28%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	80.11%	94.00%

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.