Physalin D

Details

Physical and Chemical Properties

Synonyms

2D Structure

3D Structure

ADMET Properties

Targets (proven and/or predicted)

Plants that contains it

Cross-Links

Details

Top

Internal ID	dfeffb6b-7c57-4414-aa0e-0c0aa2fb91fa
Taxonomy	Lipids and lipid-like molecules > Steroids and steroid derivatives > Physalins and derivatives
IUPAC Name	5,14,15-trihydroxy-2,9,26-trimethyl-3,19,23,28-tetraoxaoctacyclo[16.9.1.118,27.01,5.02,24.08,17.09,14.021,26]nonacos-11-ene-4,10,22,29-tetrone
SMILES (Canonical)	CC12CC3C4(C56C1C(=O)C(O5)(C7CC(C8(CC=CC(=O)C8(C7CCC6(C(=O)O4)O)C)O)O)OCC2C(=O)O3)C
SMILES (Isomeric)	CC12CC3C4(C56C1C(=O)C(O5)(C7CC(C8(CC=CC(=O)C8(C7CCC6(C(=O)O4)O)C)O)O)OCC2C(=O)O3)C
InChI	InChI=1S/C28H32O11/c1-22-10-17-24(3)28-18(22)19(31)27(39-28,36-11-14(22)20(32)37-17)13-9-16(30)25(34)7-4-5-15(29)23(25,2)12(13)6-8-26(28,35)21(33)38-24/h4-5,12-14,16-18,30,34-35H,6-11H2,1-3H3
InChI Key	DUGJJSWZRHBJJK-UHFFFAOYSA-N
Popularity	26 references in papers

Physical and Chemical Properties

Top

Molecular Formula	C₂₈H₃₂O₁₁
Molecular Weight	544.50 g/mol
Exact Mass	544.19446183 g/mol
Topological Polar Surface Area (TPSA)	166.00 Å²
XlogP	-0.80
Atomic LogP (AlogP)	-0.28
H-Bond Acceptor	11
H-Bond Donor	3
Rotatable Bonds	0

Synonyms

Top

54980-22-2

5,14,15-trihydroxy-2,9,26-trimethyl-3,19,23,28-tetraoxaoctacyclo[16.9.1.118,27.01,5.02,24.08,17.09,14.021,26]nonacos-11-ene-4,10,22,29-tetrone

NSC288728

CHEMBL1969989

NSC-288728

(1R,2S,8S,9R,14R,15R,17R,18S,21S,24R,26S,27S)-5,14,15-Trihydroxy-2,9,26-trimethyl-3,19,23,28-tetraoxaoctacyclo[16.9.1.118,27.01,5.02,24.08,17.09,14.021,26]nonacos-11-ene-4,10,22,29-tetrone

(2S,5S,8S,9R,14R,15R,17R,21S,24R,27S)-5,14,15-Trihydroxy-2,9,26-trimethyl-3,19,23,28-tetraoxaoctacyclo[16.9.1.118,27.01,5.02,24.08,17.09,14.021,26]nonacos-11-ene-4,10,22,29-tetrone

16,14-secoergost-2-ene-18,26-dioic acid, 14,17:14,27-diepoxy-5,6,13,20,22-pentahydroxy-1,15-dioxo-, .gamma.-lactone .delta.-lactone, (5.alpha.,6.beta.,14.alpha.,16.beta.,22.alpha.,25S)-

16,14-secoergost-2-ene-18,26-dioic acid, 14,17:14,27-diepoxy-5,6,13,20,22-pentahydroxy-1,15-dioxo-, .gamma.-lactone, .delta.-lactone

2D Structure

Top

3D Structure

Top

ADMET Properties (via admetSAR 2)

Top

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9006	90.06%
Caco-2	-	0.7416	74.16%
Blood Brain Barrier	-	0.5750	57.50%
Human oral bioavailability	-	0.7000	70.00%
Subcellular localzation	Mitochondria	0.8034	80.34%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8270	82.70%
OATP1B3 inhibitior	+	0.9120	91.20%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	0.6750	67.50%
BSEP inhibitior	+	0.8256	82.56%
P-glycoprotein inhibitior	+	0.6162	61.62%
P-glycoprotein substrate	+	0.6794	67.94%
CYP3A4 substrate	+	0.7299	72.99%
CYP2C9 substrate	-	0.8123	81.23%
CYP2D6 substrate	-	0.8957	89.57%
CYP3A4 inhibition	-	0.8526	85.26%
CYP2C9 inhibition	-	0.9199	91.99%
CYP2C19 inhibition	-	0.9175	91.75%
CYP2D6 inhibition	-	0.9668	96.68%
CYP1A2 inhibition	-	0.8767	87.67%
CYP2C8 inhibition	+	0.5749	57.49%
CYP inhibitory promiscuity	-	0.9900	99.00%
UGT catelyzed	-	0.6000	60.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.5149	51.49%
Eye corrosion	-	0.9910	99.10%
Eye irritation	-	0.9279	92.79%
Skin irritation	+	0.5359	53.59%
Skin corrosion	-	0.9144	91.44%
Ames mutagenesis	-	0.6570	65.70%
Human Ether-a-go-go-Related Gene inhibition	-	0.5679	56.79%
Micronuclear	-	0.8400	84.00%
Hepatotoxicity	+	0.6250	62.50%
skin sensitisation	-	0.9096	90.96%
Respiratory toxicity	+	0.8667	86.67%
Reproductive toxicity	+	0.7667	76.67%
Mitochondrial toxicity	+	0.8000	80.00%
Nephrotoxicity	+	0.5903	59.03%
Acute Oral Toxicity (c)	I	0.4834	48.34%
Estrogen receptor binding	+	0.8359	83.59%
Androgen receptor binding	+	0.7875	78.75%
Thyroid receptor binding	+	0.6023	60.23%
Glucocorticoid receptor binding	+	0.7982	79.82%
Aromatase binding	+	0.7650	76.50%
PPAR gamma	+	0.5741	57.41%
Honey bee toxicity	-	0.6952	69.52%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	+	0.6000	60.00%
Fish aquatic toxicity	+	0.9740	97.40%

Targets

Top

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	97.66%	85.14%
CHEMBL253	P34972	Cannabinoid CB2 receptor	97.48%	97.25%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	94.43%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	93.87%	96.09%
CHEMBL3137262	O60341	LSD1/CoREST complex	93.56%	97.09%
CHEMBL218	P21554	Cannabinoid CB1 receptor	93.38%	96.61%
CHEMBL1994	P08235	Mineralocorticoid receptor	93.02%	100.00%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	90.61%	97.14%
CHEMBL1871	P10275	Androgen Receptor	90.15%	96.43%
CHEMBL1806	P11388	DNA topoisomerase II alpha	90.10%	89.00%
CHEMBL4481	P35228	Nitric oxide synthase, inducible	89.62%	94.80%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	88.03%	96.77%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	87.28%	95.56%
CHEMBL5608	Q16288	NT-3 growth factor receptor	86.35%	95.89%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	85.53%	94.45%
CHEMBL259	P32245	Melanocortin receptor 4	83.51%	95.38%
CHEMBL221	P23219	Cyclooxygenase-1	82.41%	90.17%
CHEMBL2996	Q05655	Protein kinase C delta	81.66%	97.79%
CHEMBL4208	P20618	Proteasome component C5	81.25%	90.00%
CHEMBL2581	P07339	Cathepsin D	80.66%	98.95%
CHEMBL2095226	P05556	Integrin alpha-5/beta-1	80.35%	96.39%

Plants that contains it

Top

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.

Alkekengi officinarum

Witheringia solanacea