Periplogenin

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	8287d49c-80ba-45ec-9ca0-af25dfdb39e1
Taxonomy	Lipids and lipid-like molecules > Steroids and steroid derivatives > Steroid lactones > Cardenolides and derivatives
IUPAC Name	3-[(3S,5S,8R,9S,10R,13R,14S,17R)-3,5,14-trihydroxy-10,13-dimethyl-2,3,4,6,7,8,9,11,12,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-17-yl]-2H-furan-5-one
SMILES (Canonical)	CC12CCC(CC1(CCC3C2CCC4(C3(CCC4C5=CC(=O)OC5)O)C)O)O
SMILES (Isomeric)	C[C@]12CC[C@@H](C[C@]1(CC[C@@H]3[C@@H]2CC[C@]4([C@@]3(CC[C@@H]4C5=CC(=O)OC5)O)C)O)O
InChI	InChI=1S/C23H34O5/c1-20-7-3-15(24)12-22(20,26)9-5-18-17(20)4-8-21(2)16(6-10-23(18,21)27)14-11-19(25)28-13-14/h11,15-18,24,26-27H,3-10,12-13H2,1-2H3/t15-,16+,17-,18+,20+,21+,22-,23-/m0/s1
InChI Key	QJPCKAJTLHDNCS-FBAXFMHRSA-N
Popularity	170 references in papers

Physical and Chemical Properties

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Molecular Formula	C₂₃H₃₄O₅
Molecular Weight	390.50 g/mol
Exact Mass	390.24062418 g/mol
Topological Polar Surface Area (TPSA)	87.00 Å²
XlogP	1.10
Atomic LogP (AlogP)	2.72
H-Bond Acceptor	5
H-Bond Donor	3
Rotatable Bonds	1

Synonyms

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514-39-6

Desoxostrophanthidin

5-beta-Hydroxydigitoxigenin

5.beta.-Hydroxydigitoxigenin

UNII-B6808P7IY9

3-[(3S,5S,8R,9S,10R,13R,14S,17R)-3,5,14-trihydroxy-10,13-dimethyl-2,3,4,6,7,8,9,11,12,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-17-yl]-2H-furan-5-one

B6808P7IY9

3-beta,5,14-Trihydroxy-5-beta-card-20(22)-enolide

5-beta-CARD-20(22)-ENOLIDE, 3-beta,5,14-TRIHYDROXY-

Card-20(22)-enolide, 3,5,14-trihydroxy-, (3-beta,5-beta)-

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	+	0.9875	98.75%
Caco-2	+	0.5000	50.00%
Blood Brain Barrier	-	0.6189	61.89%
Human oral bioavailability	+	0.5857	58.57%
Subcellular localzation	Mitochondria	0.8004	80.04%
OATP2B1 inhibitior	-	0.8638	86.38%
OATP1B1 inhibitior	+	0.9510	95.10%
OATP1B3 inhibitior	+	0.9615	96.15%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	0.7493	74.93%
BSEP inhibitior	+	0.8636	86.36%
P-glycoprotein inhibitior	-	0.9182	91.82%
P-glycoprotein substrate	+	0.5799	57.99%
CYP3A4 substrate	+	0.6456	64.56%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.9060	90.60%
CYP3A4 inhibition	-	0.8310	83.10%
CYP2C9 inhibition	-	0.9099	90.99%
CYP2C19 inhibition	-	0.9256	92.56%
CYP2D6 inhibition	-	0.9362	93.62%
CYP1A2 inhibition	-	0.9046	90.46%
CYP2C8 inhibition	-	0.8555	85.55%
CYP inhibitory promiscuity	-	0.8702	87.02%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	1.0000	100.00%
Carcinogenicity (trinary)	Non-required	0.5443	54.43%
Eye corrosion	-	0.9913	99.13%
Eye irritation	-	0.9609	96.09%
Skin irritation	-	0.5181	51.81%
Skin corrosion	-	0.9360	93.60%
Ames mutagenesis	-	0.6670	66.70%
Human Ether-a-go-go-Related Gene inhibition	+	0.6465	64.65%
Micronuclear	-	0.8400	84.00%
Hepatotoxicity	-	0.5801	58.01%
skin sensitisation	-	0.8828	88.28%
Respiratory toxicity	+	0.8444	84.44%
Reproductive toxicity	+	0.9222	92.22%
Mitochondrial toxicity	+	0.8750	87.50%
Nephrotoxicity	-	0.7288	72.88%
Acute Oral Toxicity (c)	I	0.5853	58.53%
Estrogen receptor binding	+	0.9125	91.25%
Androgen receptor binding	+	0.8181	81.81%
Thyroid receptor binding	+	0.5687	56.87%
Glucocorticoid receptor binding	+	0.8333	83.33%
Aromatase binding	+	0.7360	73.60%
PPAR gamma	-	0.5254	52.54%
Honey bee toxicity	-	0.8073	80.73%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	+	0.5600	56.00%
Fish aquatic toxicity	+	0.9889	98.89%

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	95.11%	91.11%
CHEMBL1994	P08235	Mineralocorticoid receptor	94.95%	100.00%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	94.38%	96.09%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	92.87%	82.69%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	91.28%	94.45%
CHEMBL3137262	O60341	LSD1/CoREST complex	90.69%	97.09%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	89.64%	85.14%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	88.70%	95.56%
CHEMBL1293249	Q13887	Kruppel-like factor 5	88.20%	86.33%
CHEMBL253	P34972	Cannabinoid CB2 receptor	87.45%	97.25%
CHEMBL5608	Q16288	NT-3 growth factor receptor	85.86%	95.89%
CHEMBL1871	P10275	Androgen Receptor	85.12%	96.43%
CHEMBL3351	Q13085	Acetyl-CoA carboxylase 1	85.02%	93.04%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	84.60%	96.77%
CHEMBL226	P30542	Adenosine A1 receptor	84.38%	95.93%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	83.01%	97.14%
CHEMBL2581	P07339	Cathepsin D	81.90%	98.95%
CHEMBL4208	P20618	Proteasome component C5	81.62%	90.00%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	80.05%	99.23%

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.

Streptocaulon juventas

Strophanthus emini