Portentol

Details

• Internal ID: a3731939-dd46-48ba-b29b-eff20cf08935
• Taxonomy: Organoheterocyclic compounds > Lactones > Delta valerolactones
• IUPAC Name: (1R,3'R,4S,4'R,5'S,6R,6'R,7S,8S)-4'-hydroxy-3',4,5',6,6',7-hexamethylspiro[2-oxabicyclo[2.2.2]octane-8,2'-oxane]-3,5-dione
• InChI: InChI=1S/C17H26O5/c1-7-11(5)22-17(9(3)12(7)18)10(4)13-8(2)14(19)16(17,6)15(20)21-13/h7-13,18H,1-6H3/t7-,8-,9-,10+,11-,12-,13+,16+,17+/m1/s1
• InChI Key: CVPVGRDVSAJUQS-ACMDZGLISA-N
• Popularity: 7 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₇H₂₆O₅
• Molecular Weight: 310.40 g/mol
• Exact Mass: 310.17802393 g/mol
• Topological Polar Surface Area (TPSA): 72.80 Ų
• XlogP: 2.30
• Atomic LogP (AlogP): 1.56
• H-Bond Acceptor: 5
• H-Bond Donor: 1
• Rotatable Bonds: 0

Synonyms

• 21795-25-5
• 0726883SQG
• (1R,3'R,4S,4'R,5'S,6R,6'R,7S,8S)-4'-Hydroxy-3',4,5',6,6',7-hexamethylspiro[2-oxabicyclo[2.2.2]octane-8,2'-oxane]-3,5-dione
• UNII-0726883SQG
• PORTENTOL, (+)-
• DTXSID10944401
• CHEBI:144201
• Q25112469
• Spiro(2-oxabicyclo(2.2.2)octane-5,2'-(2H)pyran)-3,8-dione, tetrahydro-4'-hydroxy-3',4,5',6,6',7-hexamethyl-
• SPIRO(2-OXABICYCLO(2.2.2)OCTANE-5,2'-(2H)PYRAN)-3,8-DIONE, TETRAHYDRO-4'-HYDROXY-3',4,5',6,6',7-HEXAMETHYL-, (1R,2'S,3'R,4S,4'R,5'S,6S,6'R,7R)-

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.8786	87.86%
Caco-2	-	0.5924	59.24%
Blood Brain Barrier	-	0.7000	70.00%
Human oral bioavailability	-	0.7571	75.71%
Subcellular localzation	Mitochondria	0.7019	70.19%
OATP2B1 inhibitior	-	0.8568	85.68%
OATP1B1 inhibitior	+	0.8579	85.79%
OATP1B3 inhibitior	+	0.9597	95.97%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.9250	92.50%
BSEP inhibitior	-	0.9436	94.36%
P-glycoprotein inhibitior	-	0.7687	76.87%
P-glycoprotein substrate	-	0.7647	76.47%
CYP3A4 substrate	+	0.5312	53.12%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8447	84.47%
CYP3A4 inhibition	-	0.8306	83.06%
CYP2C9 inhibition	-	0.9662	96.62%
CYP2C19 inhibition	-	0.9844	98.44%
CYP2D6 inhibition	-	0.9801	98.01%
CYP1A2 inhibition	-	0.9674	96.74%
CYP2C8 inhibition	-	0.9424	94.24%
CYP inhibitory promiscuity	-	0.9852	98.52%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9113	91.13%
Carcinogenicity (trinary)	Non-required	0.5317	53.17%
Eye corrosion	-	0.9442	94.42%
Eye irritation	-	0.9295	92.95%
Skin irritation	-	0.5267	52.67%
Skin corrosion	-	0.8582	85.82%
Ames mutagenesis	+	0.5230	52.30%
Human Ether-a-go-go-Related Gene inhibition	-	0.7421	74.21%
Micronuclear	+	0.6200	62.00%
Hepatotoxicity	+	0.6818	68.18%
skin sensitisation	-	0.9122	91.22%
Respiratory toxicity	+	0.5111	51.11%
Reproductive toxicity	-	0.6222	62.22%
Mitochondrial toxicity	-	0.5571	55.71%
Nephrotoxicity	+	0.6840	68.40%
Acute Oral Toxicity (c)	III	0.5554	55.54%
Estrogen receptor binding	+	0.7125	71.25%
Androgen receptor binding	+	0.5823	58.23%
Thyroid receptor binding	+	0.6102	61.02%
Glucocorticoid receptor binding	-	0.6228	62.28%
Aromatase binding	-	0.5618	56.18%
PPAR gamma	-	0.5241	52.41%
Honey bee toxicity	-	0.7666	76.66%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	-	0.5300	53.00%
Fish aquatic toxicity	+	0.6522	65.22%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	91.07%	85.14%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	85.67%	95.56%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	83.44%	99.23%
CHEMBL1293249	Q13887	Kruppel-like factor 5	80.23%	86.33%

Plants that contains it

• Gustavia hexapetala

Cross-Links

• PubChem: 21580164
• LOTUS: LTS0273304
• wikiData: Q25112469