Penicipyran D

Details

• Internal ID: c9beba1e-bf88-48f3-9abc-a148e44f764e
• Taxonomy: Phenylpropanoids and polyketides > Isocoumarins and derivatives
• IUPAC Name: 3-[(2R,4S)-2,4-dihydroxypentyl]-6,8-dihydroxy-7-methylisochromen-1-one
• SMILES (Canonical): CC1=C(C=C2C=C(OC(=O)C2=C1O)CC(CC(C)O)O)O
• SMILES (Isomeric): CC1=C(C=C2C=C(OC(=O)C2=C1O)C[C@@H](C[C@H](C)O)O)O
• InChI: InChI=1S/C15H18O6/c1-7(16)3-10(17)6-11-4-9-5-12(18)8(2)14(19)13(9)15(20)21-11/h4-5,7,10,16-19H,3,6H2,1-2H3/t7-,10+/m0/s1
• InChI Key: PVPXKOBUXHGXSO-OIBJUYFYSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₁₅H₁₈O₆
• Molecular Weight: 294.30 g/mol
• Exact Mass: 294.11033829 g/mol
• Topological Polar Surface Area (TPSA): 107.00 Ų
• XlogP: 1.90
• Atomic LogP (AlogP): 1.19
• H-Bond Acceptor: 6
• H-Bond Donor: 4
• Rotatable Bonds: 4

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.8484	84.84%
Caco-2	+	0.6645	66.45%
Blood Brain Barrier	-	0.6750	67.50%
Human oral bioavailability	-	0.6000	60.00%
Subcellular localzation	Mitochondria	0.5732	57.32%
OATP2B1 inhibitior	-	0.7085	70.85%
OATP1B1 inhibitior	+	0.7977	79.77%
OATP1B3 inhibitior	+	0.9171	91.71%
MATE1 inhibitior	-	0.6800	68.00%
OCT2 inhibitior	-	0.9500	95.00%
BSEP inhibitior	-	0.7479	74.79%
P-glycoprotein inhibitior	-	0.9126	91.26%
P-glycoprotein substrate	-	0.8265	82.65%
CYP3A4 substrate	-	0.5247	52.47%
CYP2C9 substrate	+	0.6812	68.12%
CYP2D6 substrate	-	0.8492	84.92%
CYP3A4 inhibition	-	0.5333	53.33%
CYP2C9 inhibition	-	0.6821	68.21%
CYP2C19 inhibition	-	0.8951	89.51%
CYP2D6 inhibition	-	0.8661	86.61%
CYP1A2 inhibition	-	0.6328	63.28%
CYP2C8 inhibition	-	0.8573	85.73%
CYP inhibitory promiscuity	-	0.7057	70.57%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Non-required	0.6249	62.49%
Eye corrosion	-	0.9927	99.27%
Eye irritation	-	0.7834	78.34%
Skin irritation	-	0.7062	70.62%
Skin corrosion	-	0.9261	92.61%
Ames mutagenesis	-	0.6200	62.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.8119	81.19%
Micronuclear	+	0.6300	63.00%
Hepatotoxicity	+	0.5408	54.08%
skin sensitisation	-	0.8353	83.53%
Respiratory toxicity	+	0.6556	65.56%
Reproductive toxicity	+	0.9222	92.22%
Mitochondrial toxicity	+	0.8375	83.75%
Nephrotoxicity	-	0.8969	89.69%
Acute Oral Toxicity (c)	I	0.6699	66.99%
Estrogen receptor binding	+	0.7450	74.50%
Androgen receptor binding	+	0.7809	78.09%
Thyroid receptor binding	-	0.6089	60.89%
Glucocorticoid receptor binding	+	0.7130	71.30%
Aromatase binding	+	0.6405	64.05%
PPAR gamma	+	0.8235	82.35%
Honey bee toxicity	-	0.9310	93.10%
Biodegradation	-	0.6750	67.50%
Crustacea aquatic toxicity	-	0.8200	82.00%
Fish aquatic toxicity	+	0.9463	94.63%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2581	P07339	Cathepsin D	97.03%	98.95%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	96.79%	91.11%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	92.67%	99.15%
CHEMBL3401	O75469	Pregnane X receptor	91.81%	94.73%
CHEMBL1951	P21397	Monoamine oxidase A	91.48%	91.49%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	89.72%	90.71%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	89.25%	95.56%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	87.37%	94.00%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	86.23%	85.14%
CHEMBL1293267	Q9HC97	G-protein coupled receptor 35	85.95%	89.34%
CHEMBL1293249	Q13887	Kruppel-like factor 5	82.03%	86.33%
CHEMBL1806	P11388	DNA topoisomerase II alpha	82.00%	89.00%
CHEMBL2378	P30307	Dual specificity phosphatase Cdc25C	81.80%	96.67%
CHEMBL5409	Q8TDU6	G-protein coupled bile acid receptor 1	81.31%	93.65%

Plants that contains it

• Hemidesmus indicus
• Hoodia gordonii

Cross-Links

• PubChem: 139590417
• LOTUS: LTS0230627
• wikiData: Q105117569