Pseudopestalone

Details

• Internal ID: b26b0774-f7a7-4952-9e13-0cf16269a380
• Taxonomy: Organoheterocyclic compounds > Benzopyrans
• IUPAC Name: (6R,7S,8S)-6,7,8-trihydroxy-2,2-dimethyl-8-(3-methylbut-2-enyl)-3,5,6,7-tetrahydrochromen-4-one
• SMILES (Canonical): CC(=CCC1(C(C(CC2=C1OC(CC2=O)(C)C)O)O)O)C
• SMILES (Isomeric): CC(=CC[C@@]1([C@H]([C@@H](CC2=C1OC(CC2=O)(C)C)O)O)O)C
• InChI: InChI=1S/C16H24O5/c1-9(2)5-6-16(20)13(19)11(17)7-10-12(18)8-15(3,4)21-14(10)16/h5,11,13,17,19-20H,6-8H2,1-4H3/t11-,13+,16+/m1/s1
• InChI Key: SSMYUFFFSWBFFU-FFSVYQOJSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₆H₂₄O₅
• Molecular Weight: 296.36 g/mol
• Exact Mass: 296.16237386 g/mol
• Topological Polar Surface Area (TPSA): 87.00 Ų
• XlogP: 0.30
• Atomic LogP (AlogP): 1.22
• H-Bond Acceptor: 5
• H-Bond Donor: 3
• Rotatable Bonds: 2

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9676	96.76%
Caco-2	-	0.5340	53.40%
Blood Brain Barrier	-	0.5250	52.50%
Human oral bioavailability	+	0.6143	61.43%
Subcellular localzation	Mitochondria	0.7030	70.30%
OATP2B1 inhibitior	-	0.8562	85.62%
OATP1B1 inhibitior	+	0.9133	91.33%
OATP1B3 inhibitior	+	0.9410	94.10%
MATE1 inhibitior	-	0.9000	90.00%
OCT2 inhibitior	-	0.9500	95.00%
BSEP inhibitior	-	0.7081	70.81%
P-glycoprotein inhibitior	-	0.8903	89.03%
P-glycoprotein substrate	-	0.7197	71.97%
CYP3A4 substrate	+	0.5503	55.03%
CYP2C9 substrate	-	0.8047	80.47%
CYP2D6 substrate	-	0.8438	84.38%
CYP3A4 inhibition	-	0.7596	75.96%
CYP2C9 inhibition	-	0.8878	88.78%
CYP2C19 inhibition	-	0.7882	78.82%
CYP2D6 inhibition	-	0.9079	90.79%
CYP1A2 inhibition	-	0.8810	88.10%
CYP2C8 inhibition	-	0.9257	92.57%
CYP inhibitory promiscuity	-	0.8961	89.61%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9800	98.00%
Carcinogenicity (trinary)	Non-required	0.6516	65.16%
Eye corrosion	-	0.9892	98.92%
Eye irritation	-	0.7218	72.18%
Skin irritation	-	0.5774	57.74%
Skin corrosion	-	0.9303	93.03%
Ames mutagenesis	-	0.6437	64.37%
Human Ether-a-go-go-Related Gene inhibition	-	0.6030	60.30%
Micronuclear	-	0.7700	77.00%
Hepatotoxicity	+	0.6639	66.39%
skin sensitisation	-	0.7644	76.44%
Respiratory toxicity	+	0.5333	53.33%
Reproductive toxicity	+	0.9444	94.44%
Mitochondrial toxicity	+	0.6750	67.50%
Nephrotoxicity	+	0.8862	88.62%
Acute Oral Toxicity (c)	III	0.4435	44.35%
Estrogen receptor binding	-	0.4779	47.79%
Androgen receptor binding	-	0.6612	66.12%
Thyroid receptor binding	+	0.5528	55.28%
Glucocorticoid receptor binding	+	0.6323	63.23%
Aromatase binding	-	0.4930	49.30%
PPAR gamma	-	0.5230	52.30%
Honey bee toxicity	-	0.7993	79.93%
Biodegradation	-	0.7500	75.00%
Crustacea aquatic toxicity	-	0.5300	53.00%
Fish aquatic toxicity	+	0.9733	97.33%

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	97.97%	91.11%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	95.30%	85.14%
CHEMBL4224	P49759	Dual specificty protein kinase CLK1	94.16%	85.30%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	93.74%	94.45%
CHEMBL2581	P07339	Cathepsin D	92.50%	98.95%
CHEMBL221	P23219	Cyclooxygenase-1	90.89%	90.17%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	89.62%	96.09%
CHEMBL1293267	Q9HC97	G-protein coupled receptor 35	83.47%	89.34%
CHEMBL1806	P11388	DNA topoisomerase II alpha	82.58%	89.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	82.45%	95.56%
CHEMBL3401	O75469	Pregnane X receptor	80.78%	94.73%
CHEMBL1994	P08235	Mineralocorticoid receptor	80.33%	100.00%
CHEMBL5608	Q16288	NT-3 growth factor receptor	80.18%	95.89%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	80.01%	99.23%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 146682247
• LOTUS: LTS0175567
• wikiData: Q105259768