(+)-Pinonesinol

Details

• Internal ID: a183cf08-6038-42de-904f-776e6cf385c9
• Taxonomy: Organoheterocyclic compounds > Furofurans
• IUPAC Name: 4-[(3S,3aR,6S,6aR)-3-(4-hydroxy-5-methoxycyclohexa-1,3-dien-1-yl)-1,3,3a,4,6,6a-hexahydrofuro[3,4-c]furan-6-yl]-2-methoxycyclohexa-1,4-dien-1-ol
• SMILES (Canonical): COC1CC(=CC=C1O)C2C3COC(C3CO2)C4=CCC(=C(C4)OC)O
• SMILES (Isomeric): COC1CC(=CC=C1O)[C@@H]2[C@H]3CO[C@@H]([C@H]3CO2)C4=CCC(=C(C4)OC)O
• InChI: InChI=1S/C20H26O6/c1-23-17-7-11(3-5-15(17)21)19-13-9-26-20(14(13)10-25-19)12-4-6-16(22)18(8-12)24-2/h3-5,13-14,17,19-22H,6-10H2,1-2H3/t13-,14-,17?,19+,20+/m0/s1
• InChI Key: XNLFIPPSSCEAII-ZBQCBNDBSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₀H₂₆O₆
• Molecular Weight: 362.40 g/mol
• Exact Mass: 362.17293854 g/mol
• Topological Polar Surface Area (TPSA): 77.40 Ų
• XlogP: 0.50
• Atomic LogP (AlogP): 2.94
• H-Bond Acceptor: 6
• H-Bond Donor: 2
• Rotatable Bonds: 4

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9906	99.06%
Caco-2	-	0.5666	56.66%
Blood Brain Barrier	+	0.5750	57.50%
Human oral bioavailability	+	0.5143	51.43%
Subcellular localzation	Mitochondria	0.7253	72.53%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9179	91.79%
OATP1B3 inhibitior	+	0.9680	96.80%
MATE1 inhibitior	-	0.8400	84.00%
OCT2 inhibitior	-	0.9500	95.00%
BSEP inhibitior	-	0.5000	50.00%
P-glycoprotein inhibitior	-	0.5483	54.83%
P-glycoprotein substrate	-	0.6407	64.07%
CYP3A4 substrate	+	0.5840	58.40%
CYP2C9 substrate	-	0.8000	80.00%
CYP2D6 substrate	-	0.8018	80.18%
CYP3A4 inhibition	-	0.7743	77.43%
CYP2C9 inhibition	-	0.8576	85.76%
CYP2C19 inhibition	-	0.7873	78.73%
CYP2D6 inhibition	-	0.9089	90.89%
CYP1A2 inhibition	-	0.7944	79.44%
CYP2C8 inhibition	+	0.5562	55.62%
CYP inhibitory promiscuity	-	0.7327	73.27%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Non-required	0.5699	56.99%
Eye corrosion	-	0.9889	98.89%
Eye irritation	-	0.9009	90.09%
Skin irritation	-	0.7796	77.96%
Skin corrosion	-	0.9556	95.56%
Ames mutagenesis	-	0.5308	53.08%
Human Ether-a-go-go-Related Gene inhibition	+	0.6961	69.61%
Micronuclear	-	0.6900	69.00%
Hepatotoxicity	+	0.5125	51.25%
skin sensitisation	-	0.8280	82.80%
Respiratory toxicity	+	0.6333	63.33%
Reproductive toxicity	+	0.8556	85.56%
Mitochondrial toxicity	+	0.6250	62.50%
Nephrotoxicity	-	0.6796	67.96%
Acute Oral Toxicity (c)	III	0.3189	31.89%
Estrogen receptor binding	+	0.7858	78.58%
Androgen receptor binding	+	0.6730	67.30%
Thyroid receptor binding	+	0.6514	65.14%
Glucocorticoid receptor binding	+	0.7549	75.49%
Aromatase binding	-	0.5924	59.24%
PPAR gamma	+	0.5425	54.25%
Honey bee toxicity	-	0.7673	76.73%
Biodegradation	-	0.8500	85.00%
Crustacea aquatic toxicity	-	0.5300	53.00%
Fish aquatic toxicity	+	0.8956	89.56%

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	97.05%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	92.10%	96.09%
CHEMBL241	Q14432	Phosphodiesterase 3A	90.38%	92.94%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	87.25%	94.45%
CHEMBL3137262	O60341	LSD1/CoREST complex	87.04%	97.09%
CHEMBL2581	P07339	Cathepsin D	86.46%	98.95%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	84.90%	95.56%
CHEMBL1293249	Q13887	Kruppel-like factor 5	84.75%	86.33%
CHEMBL3060	Q9Y345	Glycine transporter 2	83.00%	99.17%
CHEMBL253	P34972	Cannabinoid CB2 receptor	80.96%	97.25%

Plants that contains it

• Torreya grandis

Cross-Links

• PubChem: 102227228
• NPASS: NPC53487