(1S,2R,4aR,5'S,8aS)-5'-ethenyl-2,5,5,5',8a-pentamethylspiro[7,8-dihydro-6H-naphthalene-1,2'-oxolane]-2,4a-diol

Details

• Internal ID: 94b09389-bb42-4668-a7ed-b47b37b65fab
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Diterpenoids
• IUPAC Name: (1S,2R,4aR,5'S,8aS)-5'-ethenyl-2,5,5,5',8a-pentamethylspiro[7,8-dihydro-6H-naphthalene-1,2'-oxolane]-2,4a-diol
• InChI: InChI=1S/C20H32O3/c1-7-16(4)11-14-20(23-16)17(5)10-8-9-15(2,3)19(17,22)13-12-18(20,6)21/h7,12-13,21-22H,1,8-11,14H2,2-6H3/t16-,17+,18-,19-,20+/m1/s1
• InChI Key: OWSGIFYIVMTONY-IVDHNXQLSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₀H₃₂O₃
• Molecular Weight: 320.50 g/mol
• Exact Mass: 320.23514488 g/mol
• Topological Polar Surface Area (TPSA): 49.70 Ų
• XlogP: 3.10
• Atomic LogP (AlogP): 3.75
• H-Bond Acceptor: 3
• H-Bond Donor: 2
• Rotatable Bonds: 1

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9900	99.00%
Caco-2	+	0.7432	74.32%
Blood Brain Barrier	+	0.7500	75.00%
Human oral bioavailability	+	0.6571	65.71%
Subcellular localzation	Mitochondria	0.5621	56.21%
OATP2B1 inhibitior	-	0.8538	85.38%
OATP1B1 inhibitior	+	0.8857	88.57%
OATP1B3 inhibitior	+	0.8838	88.38%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.6000	60.00%
BSEP inhibitior	-	0.6496	64.96%
P-glycoprotein inhibitior	-	0.8949	89.49%
P-glycoprotein substrate	-	0.8791	87.91%
CYP3A4 substrate	+	0.5541	55.41%
CYP2C9 substrate	-	0.7842	78.42%
CYP2D6 substrate	-	0.7478	74.78%
CYP3A4 inhibition	-	0.7967	79.67%
CYP2C9 inhibition	-	0.8390	83.90%
CYP2C19 inhibition	-	0.6422	64.22%
CYP2D6 inhibition	-	0.9489	94.89%
CYP1A2 inhibition	-	0.5989	59.89%
CYP2C8 inhibition	-	0.8459	84.59%
CYP inhibitory promiscuity	-	0.7769	77.69%
UGT catelyzed	+	0.9000	90.00%
Carcinogenicity (binary)	-	0.8900	89.00%
Carcinogenicity (trinary)	Non-required	0.5498	54.98%
Eye corrosion	-	0.9864	98.64%
Eye irritation	-	0.6654	66.54%
Skin irritation	-	0.5634	56.34%
Skin corrosion	-	0.8947	89.47%
Ames mutagenesis	-	0.6070	60.70%
Human Ether-a-go-go-Related Gene inhibition	+	0.6818	68.18%
Micronuclear	-	0.9400	94.00%
Hepatotoxicity	+	0.5371	53.71%
skin sensitisation	-	0.7221	72.21%
Respiratory toxicity	+	0.5556	55.56%
Reproductive toxicity	+	0.7444	74.44%
Mitochondrial toxicity	+	0.7750	77.50%
Nephrotoxicity	+	0.5667	56.67%
Acute Oral Toxicity (c)	III	0.5273	52.73%
Estrogen receptor binding	+	0.7643	76.43%
Androgen receptor binding	+	0.6696	66.96%
Thyroid receptor binding	+	0.6840	68.40%
Glucocorticoid receptor binding	+	0.6438	64.38%
Aromatase binding	+	0.6827	68.27%
PPAR gamma	-	0.5849	58.49%
Honey bee toxicity	-	0.8656	86.56%
Biodegradation	-	0.7500	75.00%
Crustacea aquatic toxicity	-	0.6300	63.00%
Fish aquatic toxicity	+	0.9866	98.66%

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	89.66%	91.11%
CHEMBL3492	P49721	Proteasome Macropain subunit	85.79%	90.24%
CHEMBL1937	Q92769	Histone deacetylase 2	85.62%	94.75%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	84.96%	96.09%
CHEMBL1293249	Q13887	Kruppel-like factor 5	83.12%	86.33%
CHEMBL4208	P20618	Proteasome component C5	82.30%	90.00%
CHEMBL253	P34972	Cannabinoid CB2 receptor	81.74%	97.25%

Plants that contains it

• Haplopappus parvifolius

Cross-Links

• PubChem: 15715633
• LOTUS: LTS0243757
• wikiData: Q105202244