2-[(3S,3aR,4S,6S,7R,7aR)-6-ethenyl-4-hydroxy-3,6-dimethyl-2-oxo-3,3a,4,5,7,7a-hexahydro-1-benzofuran-7-yl]prop-2-enal

Details

• Internal ID: 5e492a7d-25c6-4dba-9181-580874dc5a6b
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Diterpenoids
• IUPAC Name: 2-[(3S,3aR,4S,6S,7R,7aR)-6-ethenyl-4-hydroxy-3,6-dimethyl-2-oxo-3,3a,4,5,7,7a-hexahydro-1-benzofuran-7-yl]prop-2-enal
• InChI: InChI=1S/C15H20O4/c1-5-15(4)6-10(17)11-9(3)14(18)19-13(11)12(15)8(2)7-16/h5,7,9-13,17H,1-2,6H2,3-4H3/t9-,10-,11+,12+,13-,15+/m0/s1
• InChI Key: SNNGLDULRXQHKQ-JSXSYOHWSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₅H₂₀O₄
• Molecular Weight: 264.32 g/mol
• Exact Mass: 264.13615911 g/mol
• Topological Polar Surface Area (TPSA): 63.60 Ų
• XlogP: 1.80
• Atomic LogP (AlogP): 1.49
• H-Bond Acceptor: 4
• H-Bond Donor: 1
• Rotatable Bonds: 3

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9871	98.71%
Caco-2	+	0.5061	50.61%
Blood Brain Barrier	+	0.6000	60.00%
Human oral bioavailability	+	0.6143	61.43%
Subcellular localzation	Mitochondria	0.5446	54.46%
OATP2B1 inhibitior	-	0.8590	85.90%
OATP1B1 inhibitior	+	0.8999	89.99%
OATP1B3 inhibitior	+	0.9274	92.74%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.8750	87.50%
BSEP inhibitior	-	0.9699	96.99%
P-glycoprotein inhibitior	-	0.8992	89.92%
P-glycoprotein substrate	-	0.7994	79.94%
CYP3A4 substrate	+	0.5744	57.44%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8736	87.36%
CYP3A4 inhibition	-	0.7218	72.18%
CYP2C9 inhibition	-	0.9389	93.89%
CYP2C19 inhibition	-	0.9445	94.45%
CYP2D6 inhibition	-	0.9678	96.78%
CYP1A2 inhibition	-	0.8483	84.83%
CYP2C8 inhibition	-	0.9303	93.03%
CYP inhibitory promiscuity	-	0.9503	95.03%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.9300	93.00%
Carcinogenicity (trinary)	Non-required	0.4468	44.68%
Eye corrosion	-	0.9656	96.56%
Eye irritation	-	0.8806	88.06%
Skin irritation	+	0.5381	53.81%
Skin corrosion	-	0.7827	78.27%
Ames mutagenesis	-	0.5500	55.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.6377	63.77%
Micronuclear	-	0.5800	58.00%
Hepatotoxicity	+	0.6319	63.19%
skin sensitisation	-	0.5376	53.76%
Respiratory toxicity	+	0.6222	62.22%
Reproductive toxicity	+	0.7222	72.22%
Mitochondrial toxicity	+	0.8500	85.00%
Nephrotoxicity	+	0.7405	74.05%
Acute Oral Toxicity (c)	III	0.3984	39.84%
Estrogen receptor binding	-	0.4876	48.76%
Androgen receptor binding	+	0.5293	52.93%
Thyroid receptor binding	-	0.6101	61.01%
Glucocorticoid receptor binding	-	0.5829	58.29%
Aromatase binding	-	0.7437	74.37%
PPAR gamma	-	0.6116	61.16%
Honey bee toxicity	-	0.7420	74.20%
Biodegradation	-	0.7500	75.00%
Crustacea aquatic toxicity	-	0.5700	57.00%
Fish aquatic toxicity	+	0.9526	95.26%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL1951	P21397	Monoamine oxidase A	96.31%	91.49%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	95.82%	91.11%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	90.18%	95.56%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	86.73%	96.09%
CHEMBL1994	P08235	Mineralocorticoid receptor	85.28%	100.00%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	84.84%	85.14%
CHEMBL1806	P11388	DNA topoisomerase II alpha	83.97%	89.00%
CHEMBL1902	P62942	FK506-binding protein 1A	81.77%	97.05%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	81.62%	94.45%

Plants that contains it

• Centaurea paui

Cross-Links

• PubChem: 102064994
• LOTUS: LTS0134343
• wikiData: Q105256572