Physagulin-d

Details

• Internal ID: 29ae3d6e-8902-41d7-92de-5f65491d7acd
• Taxonomy: Lipids and lipid-like molecules > Steroids and steroid derivatives > Steroid lactones > Withanolides and derivatives > Withanolide glycosides and derivatives
• IUPAC Name: (2R)-2-[(1S)-1-[(1S,3R,8S,9S,10R,13S,14S,17R)-1-hydroxy-10,13-dimethyl-3-[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-2,3,4,7,8,9,11,12,14,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-17-yl]ethyl]-5-(hydroxymethyl)-4-methyl-2,3-dihydropyran-6-one
• SMILES (Canonical): CC1=C(C(=O)OC(C1)C(C)C2CCC3C2(CCC4C3CC=C5C4(C(CC(C5)OC6C(C(C(C(O6)CO)O)O)O)O)C)C)CO
• SMILES (Isomeric): CC1=C(C(=O)O[C@H](C1)[C@@H](C)[C@H]2CC[C@@H]3[C@@]2(CC[C@H]4[C@H]3CC=C5[C@@]4([C@H](C[C@@H](C5)O[C@H]6[C@@H]([C@H]([C@@H]([C@H](O6)CO)O)O)O)O)C)C)CO
• InChI: InChI=1S/C34H52O10/c1-16-11-25(43-31(41)21(16)14-35)17(2)22-7-8-23-20-6-5-18-12-19(42-32-30(40)29(39)28(38)26(15-36)44-32)13-27(37)34(18,4)24(20)9-10-33(22,23)3/h5,17,19-20,22-30,32,35-40H,6-15H2,1-4H3/t17-,19+,20-,22+,23-,24-,25+,26+,27-,28+,29-,30+,32+,33+,34-/m0/s1
• InChI Key: KRHHFPJGGBLAAH-MYBCZMNMSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₄H₅₂O₁₀
• Molecular Weight: 620.80 g/mol
• Exact Mass: 620.35604785 g/mol
• Topological Polar Surface Area (TPSA): 166.00 Ų
• XlogP: 3.10
• Atomic LogP (AlogP): 1.98
• H-Bond Acceptor: 10
• H-Bond Donor: 6
• Rotatable Bonds: 6

Synonyms

• Physagulin D
• UNII-9R2FX9KR0Y
• 9R2FX9KR0Y
• 146713-92-0
• CHEBI:176250
• DTXSID101317809
• Q27272924
• (2R)-2-[(1S)-1-[(1S,3R,8S,9S,10R,13S,14S,17R)-1-hydroxy-10,13-dimethyl-3-[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-2,3,4,7,8,9,11,12,14,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-17-yl]ethyl]-5-(hydroxymethyl)-4-methyl-2,3-dihydropyran-6-one

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.7838	78.38%
Caco-2	-	0.8698	86.98%
Blood Brain Barrier	-	0.6250	62.50%
Human oral bioavailability	-	0.6714	67.14%
Subcellular localzation	Mitochondria	0.8076	80.76%
OATP2B1 inhibitior	-	0.5789	57.89%
OATP1B1 inhibitior	+	0.8470	84.70%
OATP1B3 inhibitior	-	0.2313	23.13%
MATE1 inhibitior	-	0.9412	94.12%
OCT2 inhibitior	-	0.6776	67.76%
BSEP inhibitior	-	0.5924	59.24%
P-glycoprotein inhibitior	+	0.6737	67.37%
P-glycoprotein substrate	+	0.5518	55.18%
CYP3A4 substrate	+	0.7546	75.46%
CYP2C9 substrate	-	0.8046	80.46%
CYP2D6 substrate	-	0.8853	88.53%
CYP3A4 inhibition	-	0.9495	94.95%
CYP2C9 inhibition	-	0.9335	93.35%
CYP2C19 inhibition	-	0.9392	93.92%
CYP2D6 inhibition	-	0.9467	94.67%
CYP1A2 inhibition	-	0.9243	92.43%
CYP2C8 inhibition	+	0.6229	62.29%
CYP inhibitory promiscuity	-	0.9590	95.90%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.6109	61.09%
Eye corrosion	-	0.9909	99.09%
Eye irritation	-	0.9359	93.59%
Skin irritation	+	0.5259	52.59%
Skin corrosion	-	0.9457	94.57%
Ames mutagenesis	-	0.7114	71.14%
Human Ether-a-go-go-Related Gene inhibition	+	0.6890	68.90%
Micronuclear	-	0.8600	86.00%
Hepatotoxicity	-	0.6908	69.08%
skin sensitisation	-	0.9254	92.54%
Respiratory toxicity	+	0.8778	87.78%
Reproductive toxicity	+	0.9556	95.56%
Mitochondrial toxicity	+	0.5250	52.50%
Nephrotoxicity	+	0.4576	45.76%
Acute Oral Toxicity (c)	III	0.4565	45.65%
Estrogen receptor binding	+	0.7426	74.26%
Androgen receptor binding	+	0.7568	75.68%
Thyroid receptor binding	-	0.6770	67.70%
Glucocorticoid receptor binding	+	0.5846	58.46%
Aromatase binding	+	0.6540	65.40%
PPAR gamma	+	0.5804	58.04%
Honey bee toxicity	-	0.6942	69.42%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	+	0.5500	55.00%
Fish aquatic toxicity	+	0.9296	92.96%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	95.02%	96.09%
CHEMBL3137262	O60341	LSD1/CoREST complex	94.06%	97.09%
CHEMBL5103	Q969S8	Histone deacetylase 10	93.62%	90.08%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	93.51%	91.11%
CHEMBL1937	Q92769	Histone deacetylase 2	93.08%	94.75%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	92.94%	95.56%
CHEMBL2581	P07339	Cathepsin D	91.29%	98.95%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	91.18%	95.89%
CHEMBL1994	P08235	Mineralocorticoid receptor	90.48%	100.00%
CHEMBL226	P30542	Adenosine A1 receptor	89.03%	95.93%
CHEMBL1806	P11388	DNA topoisomerase II alpha	88.96%	89.00%
CHEMBL253	P34972	Cannabinoid CB2 receptor	88.09%	97.25%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	87.81%	94.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	87.40%	86.33%
CHEMBL1871	P10275	Androgen Receptor	86.13%	96.43%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	85.68%	99.23%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	85.20%	94.45%
CHEMBL3351	Q13085	Acetyl-CoA carboxylase 1	84.39%	93.04%
CHEMBL5028	O14672	ADAM10	84.33%	97.50%
CHEMBL3401	O75469	Pregnane X receptor	82.63%	94.73%
CHEMBL3359	P21462	Formyl peptide receptor 1	82.62%	93.56%
CHEMBL5608	Q16288	NT-3 growth factor receptor	82.28%	95.89%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	80.56%	97.14%

Plants that contains it

• Physalis angulata
• Withania somnifera

Cross-Links

• PubChem: 10100412
• LOTUS: LTS0026208
• wikiData: Q27272924