planchol A

Details

• Internal ID: 41d4289a-744d-424d-9aa9-5bdbb26f6b2f
• Taxonomy: Organoheterocyclic compounds > Benzopyrans > 1-benzopyrans
• IUPAC Name: (1R,10R,11R,15R)-4,6-dihydroxy-15-methyl-9,14,16-trioxatetracyclo[8.6.0.03,8.011,15]hexadeca-3,5,7-trien-13-one
• InChI: InChI=1S/C14H14O6/c1-14-8(5-12(17)20-14)13-11(19-14)4-7-9(16)2-6(15)3-10(7)18-13/h2-3,8,11,13,15-16H,4-5H2,1H3/t8-,11-,13-,14-/m1/s1
• InChI Key: RPJZMAOHFUQPNM-KLPZLMTLSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₄H₁₄O₆
• Molecular Weight: 278.26 g/mol
• Exact Mass: 278.07903816 g/mol
• Topological Polar Surface Area (TPSA): 85.20 Ų
• XlogP: 1.20
• Atomic LogP (AlogP): 1.08
• H-Bond Acceptor: 6
• H-Bond Donor: 2
• Rotatable Bonds: 0

Synonyms

• SCHEMBL30706244

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9503	95.03%
Caco-2	+	0.7346	73.46%
Blood Brain Barrier	-	0.7250	72.50%
Human oral bioavailability	-	0.6000	60.00%
Subcellular localzation	Mitochondria	0.7411	74.11%
OATP2B1 inhibitior	-	0.8597	85.97%
OATP1B1 inhibitior	+	0.8595	85.95%
OATP1B3 inhibitior	+	0.8884	88.84%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	-	0.7500	75.00%
BSEP inhibitior	-	0.7416	74.16%
P-glycoprotein inhibitior	-	0.9029	90.29%
P-glycoprotein substrate	-	0.8238	82.38%
CYP3A4 substrate	+	0.5738	57.38%
CYP2C9 substrate	-	0.5966	59.66%
CYP2D6 substrate	-	0.7875	78.75%
CYP3A4 inhibition	-	0.7214	72.14%
CYP2C9 inhibition	-	0.7905	79.05%
CYP2C19 inhibition	-	0.7406	74.06%
CYP2D6 inhibition	-	0.9038	90.38%
CYP1A2 inhibition	-	0.5819	58.19%
CYP2C8 inhibition	-	0.6240	62.40%
CYP inhibitory promiscuity	-	0.8661	86.61%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9800	98.00%
Carcinogenicity (trinary)	Non-required	0.5451	54.51%
Eye corrosion	-	0.9841	98.41%
Eye irritation	-	0.8327	83.27%
Skin irritation	-	0.6472	64.72%
Skin corrosion	-	0.9140	91.40%
Ames mutagenesis	-	0.5700	57.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4208	42.08%
Micronuclear	-	0.5341	53.41%
Hepatotoxicity	+	0.6750	67.50%
skin sensitisation	-	0.7704	77.04%
Respiratory toxicity	+	0.7667	76.67%
Reproductive toxicity	+	0.7667	76.67%
Mitochondrial toxicity	+	0.6375	63.75%
Nephrotoxicity	+	0.7395	73.95%
Acute Oral Toxicity (c)	III	0.5099	50.99%
Estrogen receptor binding	+	0.9027	90.27%
Androgen receptor binding	+	0.6404	64.04%
Thyroid receptor binding	+	0.5353	53.53%
Glucocorticoid receptor binding	+	0.8572	85.72%
Aromatase binding	+	0.5833	58.33%
PPAR gamma	+	0.7227	72.27%
Honey bee toxicity	-	0.7919	79.19%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	-	0.5300	53.00%
Fish aquatic toxicity	+	0.8869	88.69%

Targets

Proven Targets:

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	98.91%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	95.23%	96.09%
CHEMBL5697	Q9GZT9	Egl nine homolog 1	93.70%	93.40%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	91.30%	95.56%
CHEMBL1806	P11388	DNA topoisomerase II alpha	89.87%	89.00%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	88.50%	99.23%
CHEMBL1929	P47989	Xanthine dehydrogenase	85.61%	96.12%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	84.32%	94.45%
CHEMBL1994	P08235	Mineralocorticoid receptor	84.24%	100.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	83.98%	86.33%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	83.81%	85.14%
CHEMBL4208	P20618	Proteasome component C5	83.40%	90.00%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	82.50%	90.71%
CHEMBL241	Q14432	Phosphodiesterase 3A	82.50%	92.94%
CHEMBL2581	P07339	Cathepsin D	81.89%	98.95%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	81.16%	99.15%
CHEMBL2553	Q15418	Ribosomal protein S6 kinase alpha 1	80.48%	85.11%

Plants that contains it

• Actinidia chinensis

Cross-Links

• PubChem: 11543679
• LOTUS: LTS0224134
• wikiData: Q105242734