(9R,13R,14S,16R)-17-[(E,2R)-6-acetyloxy-2-hydroxy-6-methyl-3-oxohept-4-en-2-yl]-16-hydroxy-4,4,9,13,14-pentamethyl-3,11-dioxo-8,10,12,15,16,17-hexahydro-7H-cyclopenta[a]phenanthren-2-olate

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	706b1a3d-3dfd-40e4-8005-5528ec351c8a
Taxonomy	Lipids and lipid-like molecules > Steroids and steroid derivatives > Cucurbitacins
IUPAC Name	(9R,13R,14S,16R)-17-[(E,2R)-6-acetyloxy-2-hydroxy-6-methyl-3-oxohept-4-en-2-yl]-16-hydroxy-4,4,9,13,14-pentamethyl-3,11-dioxo-8,10,12,15,16,17-hexahydro-7H-cyclopenta[a]phenanthren-2-olate
SMILES (Canonical)	CC(=O)OC(C)(C)C=CC(=O)C(C)(C1C(CC2(C1(CC(=O)C3(C2CC=C4C3C=C(C(=O)C4(C)C)[O-])C)C)C)O)O
SMILES (Isomeric)	CC(=O)OC(C)(C)/C=C/C(=O)[C@@](C)(C1[C@@H](C[C@@]2([C@@]1(CC(=O)[C@@]3(C2CC=C4C3C=C(C(=O)C4(C)C)[O-])C)C)C)O)O
InChI	InChI=1S/C32H44O8/c1-17(33)40-27(2,3)13-12-23(36)32(9,39)25-21(35)15-29(6)22-11-10-18-19(14-20(34)26(38)28(18,4)5)31(22,8)24(37)16-30(25,29)7/h10,12-14,19,21-22,25,34-35,39H,11,15-16H2,1-9H3/p-1/b13-12+/t19?,21-,22?,25?,29+,30-,31+,32+/m1/s1
InChI Key	NDYMQXYDSVBNLL-GPIPDBLZSA-M
Popularity	0 references in papers

Physical and Chemical Properties

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Molecular Formula	C₃₂H₄₃O₈-
Molecular Weight	555.70 g/mol
Exact Mass	555.29579333 g/mol
Topological Polar Surface Area (TPSA)	141.00 Å²
XlogP	3.90
Atomic LogP (AlogP)	2.99
H-Bond Acceptor	8
H-Bond Donor	2
Rotatable Bonds	5

Synonyms

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There are no found synonyms.

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	+	0.9524	95.24%
Caco-2	-	0.7379	73.79%
Blood Brain Barrier	+	0.6250	62.50%
Human oral bioavailability	-	0.6143	61.43%
Subcellular localzation	Mitochondria	0.7502	75.02%
OATP2B1 inhibitior	-	0.5744	57.44%
OATP1B1 inhibitior	+	0.8555	85.55%
OATP1B3 inhibitior	+	0.8470	84.70%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	0.9250	92.50%
BSEP inhibitior	+	0.8921	89.21%
P-glycoprotein inhibitior	+	0.7326	73.26%
P-glycoprotein substrate	+	0.5000	50.00%
CYP3A4 substrate	+	0.7147	71.47%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.9051	90.51%
CYP3A4 inhibition	-	0.7417	74.17%
CYP2C9 inhibition	-	0.8715	87.15%
CYP2C19 inhibition	-	0.8899	88.99%
CYP2D6 inhibition	-	0.9394	93.94%
CYP1A2 inhibition	-	0.8369	83.69%
CYP2C8 inhibition	+	0.6053	60.53%
CYP inhibitory promiscuity	-	0.9077	90.77%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.5772	57.72%
Eye corrosion	-	0.9910	99.10%
Eye irritation	-	0.9041	90.41%
Skin irritation	+	0.5660	56.60%
Skin corrosion	-	0.9406	94.06%
Ames mutagenesis	-	0.6600	66.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.6128	61.28%
Micronuclear	-	0.5700	57.00%
Hepatotoxicity	-	0.5125	51.25%
skin sensitisation	-	0.7821	78.21%
Respiratory toxicity	+	0.7000	70.00%
Reproductive toxicity	+	0.9444	94.44%
Mitochondrial toxicity	+	0.9500	95.00%
Nephrotoxicity	+	0.5244	52.44%
Acute Oral Toxicity (c)	I	0.7100	71.00%
Estrogen receptor binding	+	0.7424	74.24%
Androgen receptor binding	+	0.7130	71.30%
Thyroid receptor binding	+	0.6091	60.91%
Glucocorticoid receptor binding	+	0.7544	75.44%
Aromatase binding	+	0.7593	75.93%
PPAR gamma	+	0.6231	62.31%
Honey bee toxicity	-	0.6612	66.12%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	+	0.5100	51.00%
Fish aquatic toxicity	+	0.9969	99.69%

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
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	97.07%	91.11%
CHEMBL2581	P07339	Cathepsin D	94.39%	98.95%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	94.34%	94.45%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	94.06%	96.09%
CHEMBL1902	P62942	FK506-binding protein 1A	93.56%	97.05%
CHEMBL1293294	P51151	Ras-related protein Rab-9A	93.39%	87.67%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	92.59%	85.14%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	91.97%	96.95%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	90.21%	95.56%
CHEMBL1293249	Q13887	Kruppel-like factor 5	88.50%	86.33%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	87.73%	91.07%
CHEMBL3137262	O60341	LSD1/CoREST complex	87.34%	97.09%
CHEMBL340	P08684	Cytochrome P450 3A4	85.31%	91.19%
CHEMBL1994	P08235	Mineralocorticoid receptor	84.79%	100.00%
CHEMBL1293267	Q9HC97	G-protein coupled receptor 35	83.86%	89.34%
CHEMBL253	P34972	Cannabinoid CB2 receptor	82.55%	97.25%
CHEMBL5608	Q16288	NT-3 growth factor receptor	81.93%	95.89%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	81.15%	99.23%
CHEMBL2095226	P05556	Integrin alpha-5/beta-1	80.78%	96.39%

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.