(8S,9R,10R,13R,14S,16R,17R)-17-[(E,2R)-2,6-dihydroxy-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	67857638-b36f-42ae-b5e4-0dd1c73e54f2
Taxonomy	Lipids and lipid-like molecules > Steroids and steroid derivatives > Cucurbitacins
IUPAC Name	(8S,9R,10R,13R,14S,16R,17R)-17-[(E,2R)-2,6-dihydroxy-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)	CC1(C2=CCC3C4(CC(C(C4(CC(=O)C3(C2C=C(C1=O)[O-])C)C)C(C)(C(=O)C=CC(C)(C)O)O)O)C)C
SMILES (Isomeric)	C[C@@]12C[C@H]([C@@H]([C@]1(CC(=O)[C@@]3([C@H]2CC=C4[C@H]3C=C(C(=O)C4(C)C)[O-])C)C)[C@](C)(C(=O)/C=C/C(C)(C)O)O)O
InChI	InChI=1S/C30H42O7/c1-25(2,36)12-11-21(33)30(8,37)23-19(32)14-27(5)20-10-9-16-17(13-18(31)24(35)26(16,3)4)29(20,7)22(34)15-28(23,27)6/h9,11-13,17,19-20,23,31-32,36-37H,10,14-15H2,1-8H3/p-1/b12-11+/t17-,19-,20+,23+,27+,28-,29+,30+/m1/s1
InChI Key	NISPVUDLMHQFRQ-MKIKIEMVSA-M
Popularity	0 references in papers

Physical and Chemical Properties

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Molecular Formula	C₃₀H₄₁O₇-
Molecular Weight	513.60 g/mol
Exact Mass	513.28522864 g/mol
Topological Polar Surface Area (TPSA)	135.00 Å²
XlogP	3.30
Atomic LogP (AlogP)	2.42
H-Bond Acceptor	7
H-Bond Donor	3
Rotatable Bonds	4

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	+	0.9713	97.13%
Caco-2	-	0.6653	66.53%
Blood Brain Barrier	+	0.7000	70.00%
Human oral bioavailability	-	0.6429	64.29%
Subcellular localzation	Mitochondria	0.7026	70.26%
OATP2B1 inhibitior	-	0.7156	71.56%
OATP1B1 inhibitior	+	0.8603	86.03%
OATP1B3 inhibitior	+	0.9291	92.91%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	0.8064	80.64%
BSEP inhibitior	+	0.7755	77.55%
P-glycoprotein inhibitior	+	0.5886	58.86%
P-glycoprotein substrate	-	0.5785	57.85%
CYP3A4 substrate	+	0.6902	69.02%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8901	89.01%
CYP3A4 inhibition	-	0.7498	74.98%
CYP2C9 inhibition	-	0.8933	89.33%
CYP2C19 inhibition	-	0.8851	88.51%
CYP2D6 inhibition	-	0.9379	93.79%
CYP1A2 inhibition	-	0.8877	88.77%
CYP2C8 inhibition	+	0.5424	54.24%
CYP inhibitory promiscuity	-	0.8867	88.67%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9600	96.00%
Carcinogenicity (trinary)	Non-required	0.5690	56.90%
Eye corrosion	-	0.9909	99.09%
Eye irritation	-	0.9042	90.42%
Skin irritation	+	0.5646	56.46%
Skin corrosion	-	0.9333	93.33%
Ames mutagenesis	-	0.7000	70.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4180	41.80%
Micronuclear	-	0.6900	69.00%
Hepatotoxicity	-	0.5000	50.00%
skin sensitisation	-	0.7567	75.67%
Respiratory toxicity	+	0.7000	70.00%
Reproductive toxicity	+	0.9444	94.44%
Mitochondrial toxicity	+	0.9500	95.00%
Nephrotoxicity	+	0.5246	52.46%
Acute Oral Toxicity (c)	I	0.7559	75.59%
Estrogen receptor binding	+	0.7287	72.87%
Androgen receptor binding	+	0.7054	70.54%
Thyroid receptor binding	+	0.6420	64.20%
Glucocorticoid receptor binding	+	0.7426	74.26%
Aromatase binding	+	0.7855	78.55%
PPAR gamma	+	0.5626	56.26%
Honey bee toxicity	-	0.7415	74.15%
Biodegradation	-	0.8750	87.50%
Crustacea aquatic toxicity	+	0.5100	51.00%
Fish aquatic toxicity	+	0.9939	99.39%

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	94.99%	91.11%
CHEMBL1293294	P51151	Ras-related protein Rab-9A	94.17%	87.67%
CHEMBL2581	P07339	Cathepsin D	91.59%	98.95%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	91.55%	95.56%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	89.79%	96.09%
CHEMBL1902	P62942	FK506-binding protein 1A	89.65%	97.05%
CHEMBL253	P34972	Cannabinoid CB2 receptor	89.31%	97.25%
CHEMBL3137262	O60341	LSD1/CoREST complex	87.86%	97.09%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	86.15%	91.07%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	84.01%	96.95%
CHEMBL1994	P08235	Mineralocorticoid receptor	83.95%	100.00%
CHEMBL4208	P20618	Proteasome component C5	83.95%	90.00%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	83.73%	94.45%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	83.67%	96.77%
CHEMBL1293267	Q9HC97	G-protein coupled receptor 35	83.42%	89.34%
CHEMBL221	P23219	Cyclooxygenase-1	82.29%	90.17%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	81.79%	85.14%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	80.54%	99.23%
CHEMBL3401	O75469	Pregnane X receptor	80.05%	94.73%

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.