(2S,3S,8S,9R,10R,13R,14S,16R)-17-[(E)-2,6-dihydroxy-6-methyl-3-oxohept-4-en-2-yl]-2,3,16-trihydroxy-4,4,9,13,14-pentamethyl-1,2,3,7,8,10,12,15,16,17-decahydrocyclopenta[a]phenanthren-11-one

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	81fef3a9-c0c6-4afb-9450-c237564b1786
Taxonomy	Lipids and lipid-like molecules > Steroids and steroid derivatives > Cucurbitacins
IUPAC Name	(2S,3S,8S,9R,10R,13R,14S,16R)-17-[(E)-2,6-dihydroxy-6-methyl-3-oxohept-4-en-2-yl]-2,3,16-trihydroxy-4,4,9,13,14-pentamethyl-1,2,3,7,8,10,12,15,16,17-decahydrocyclopenta[a]phenanthren-11-one
SMILES (Canonical)	CC1(C(C(CC2C1=CCC3C2(C(=O)CC4(C3(CC(C4C(C)(C(=O)C=CC(C)(C)O)O)O)C)C)C)O)O)C
SMILES (Isomeric)	C[C@@]12C[C@H](C([C@]1(CC(=O)[C@@]3([C@H]2CC=C4[C@H]3C[C@@H]([C@H](C4(C)C)O)O)C)C)C(C)(C(=O)/C=C/C(C)(C)O)O)O
InChI	InChI=1S/C30H46O7/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/h9,11-12,17-20,23-24,31-32,35-37H,10,13-15H2,1-8H3/b12-11+/t17-,18+,19-,20+,23?,24-,27+,28-,29+,30?/m1/s1
InChI Key	AOHIGMQGPFTKQX-KZCYREKRSA-N
Popularity	0 references in papers

Physical and Chemical Properties

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Molecular Formula	C₃₀H₄₆O₇
Molecular Weight	518.70 g/mol
Exact Mass	518.32435380 g/mol
Topological Polar Surface Area (TPSA)	135.00 Å²
XlogP	1.90
Atomic LogP (AlogP)	2.72
H-Bond Acceptor	7
H-Bond Donor	5
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	+	0.9888	98.88%
Caco-2	-	0.6690	66.90%
Blood Brain Barrier	+	0.7500	75.00%
Human oral bioavailability	-	0.5714	57.14%
Subcellular localzation	Mitochondria	0.7742	77.42%
OATP2B1 inhibitior	-	0.8617	86.17%
OATP1B1 inhibitior	+	0.8747	87.47%
OATP1B3 inhibitior	+	0.8879	88.79%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	0.9000	90.00%
BSEP inhibitior	+	0.8120	81.20%
P-glycoprotein inhibitior	-	0.4697	46.97%
P-glycoprotein substrate	-	0.6122	61.22%
CYP3A4 substrate	+	0.6762	67.62%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8801	88.01%
CYP3A4 inhibition	-	0.7771	77.71%
CYP2C9 inhibition	-	0.8794	87.94%
CYP2C19 inhibition	-	0.8369	83.69%
CYP2D6 inhibition	-	0.9480	94.80%
CYP1A2 inhibition	-	0.9099	90.99%
CYP2C8 inhibition	-	0.5592	55.92%
CYP inhibitory promiscuity	-	0.9321	93.21%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9800	98.00%
Carcinogenicity (trinary)	Non-required	0.5999	59.99%
Eye corrosion	-	0.9918	99.18%
Eye irritation	-	0.9273	92.73%
Skin irritation	+	0.5326	53.26%
Skin corrosion	-	0.9347	93.47%
Ames mutagenesis	-	0.7400	74.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.3760	37.60%
Micronuclear	-	0.7200	72.00%
Hepatotoxicity	-	0.5092	50.92%
skin sensitisation	-	0.7438	74.38%
Respiratory toxicity	+	0.7444	74.44%
Reproductive toxicity	+	0.9889	98.89%
Mitochondrial toxicity	+	0.9125	91.25%
Nephrotoxicity	-	0.5890	58.90%
Acute Oral Toxicity (c)	I	0.6688	66.88%
Estrogen receptor binding	+	0.7419	74.19%
Androgen receptor binding	+	0.7316	73.16%
Thyroid receptor binding	+	0.6410	64.10%
Glucocorticoid receptor binding	+	0.7323	73.23%
Aromatase binding	+	0.7545	75.45%
PPAR gamma	-	0.5000	50.00%
Honey bee toxicity	-	0.7437	74.37%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	-	0.5200	52.00%
Fish aquatic toxicity	+	0.9954	99.54%

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	96.10%	91.11%
CHEMBL253	P34972	Cannabinoid CB2 receptor	92.40%	97.25%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	91.77%	94.45%
CHEMBL2581	P07339	Cathepsin D	91.05%	98.95%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	90.51%	95.56%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	89.74%	96.09%
CHEMBL3137262	O60341	LSD1/CoREST complex	87.29%	97.09%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	85.20%	96.95%
CHEMBL1902	P62942	FK506-binding protein 1A	84.53%	97.05%
CHEMBL1293267	Q9HC97	G-protein coupled receptor 35	84.52%	89.34%
CHEMBL1293249	Q13887	Kruppel-like factor 5	84.46%	86.33%
CHEMBL4208	P20618	Proteasome component C5	84.10%	90.00%
CHEMBL1293294	P51151	Ras-related protein Rab-9A	83.99%	87.67%
CHEMBL1994	P08235	Mineralocorticoid receptor	83.81%	100.00%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	83.00%	91.07%
CHEMBL340	P08684	Cytochrome P450 3A4	82.90%	91.19%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	82.59%	85.14%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	81.42%	96.77%
CHEMBL4829	O00763	Acetyl-CoA carboxylase 2	81.29%	98.00%
CHEMBL1937	Q92769	Histone deacetylase 2	81.16%	94.75%
CHEMBL1806	P11388	DNA topoisomerase II alpha	80.45%	89.00%

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.