(3R,6R,7R,7aS)-6-ethenyl-3,6-dimethyl-7-prop-1-en-2-yl-3,3a,4,5,7,7a-hexahydro-1-benzofuran-2-one

Details

• Internal ID: ed761be2-9df7-4afa-b22a-cf499d9336f0
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Diterpenoids
• IUPAC Name: (3R,6R,7R,7aS)-6-ethenyl-3,6-dimethyl-7-prop-1-en-2-yl-3,3a,4,5,7,7a-hexahydro-1-benzofuran-2-one
• SMILES (Canonical): CC1C2CCC(C(C2OC1=O)C(=C)C)(C)C=C
• SMILES (Isomeric): C[C@@H]1C2CC[C@]([C@H]([C@H]2OC1=O)C(=C)C)(C)C=C
• InChI: InChI=1S/C15H22O2/c1-6-15(5)8-7-11-10(4)14(16)17-13(11)12(15)9(2)3/h6,10-13H,1-2,7-8H2,3-5H3/t10-,11?,12+,13+,15+/m1/s1
• InChI Key: LMNJALUUIMXUQQ-FABKVBRESA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₅H₂₂O₂
• Molecular Weight: 234.33 g/mol
• Exact Mass: 234.161979940 g/mol
• Topological Polar Surface Area (TPSA): 26.30 Ų
• XlogP: 4.40
• Atomic LogP (AlogP): 3.34
• H-Bond Acceptor: 2
• H-Bond Donor: 0
• Rotatable Bonds: 2

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9967	99.67%
Caco-2	+	0.5701	57.01%
Blood Brain Barrier	+	0.7000	70.00%
Human oral bioavailability	+	0.6857	68.57%
Subcellular localzation	Lysosomes	0.4052	40.52%
OATP2B1 inhibitior	-	0.8556	85.56%
OATP1B1 inhibitior	+	0.9140	91.40%
OATP1B3 inhibitior	+	0.8809	88.09%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	-	0.6500	65.00%
BSEP inhibitior	-	0.9724	97.24%
P-glycoprotein inhibitior	-	0.9086	90.86%
P-glycoprotein substrate	-	0.8472	84.72%
CYP3A4 substrate	+	0.5561	55.61%
CYP2C9 substrate	-	0.8008	80.08%
CYP2D6 substrate	-	0.8513	85.13%
CYP3A4 inhibition	-	0.6790	67.90%
CYP2C9 inhibition	-	0.9466	94.66%
CYP2C19 inhibition	-	0.6468	64.68%
CYP2D6 inhibition	-	0.9329	93.29%
CYP1A2 inhibition	+	0.8765	87.65%
CYP2C8 inhibition	-	0.9319	93.19%
CYP inhibitory promiscuity	-	0.7516	75.16%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9600	96.00%
Carcinogenicity (trinary)	Non-required	0.4795	47.95%
Eye corrosion	-	0.9617	96.17%
Eye irritation	+	0.5855	58.55%
Skin irritation	+	0.6621	66.21%
Skin corrosion	-	0.8594	85.94%
Ames mutagenesis	-	0.7900	79.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5232	52.32%
Micronuclear	-	0.9200	92.00%
Hepatotoxicity	+	0.7074	70.74%
skin sensitisation	+	0.7057	70.57%
Respiratory toxicity	+	0.5222	52.22%
Reproductive toxicity	-	0.5889	58.89%
Mitochondrial toxicity	+	0.5500	55.00%
Nephrotoxicity	+	0.6861	68.61%
Acute Oral Toxicity (c)	III	0.6988	69.88%
Estrogen receptor binding	-	0.6246	62.46%
Androgen receptor binding	+	0.5950	59.50%
Thyroid receptor binding	-	0.6069	60.69%
Glucocorticoid receptor binding	-	0.7078	70.78%
Aromatase binding	-	0.8060	80.60%
PPAR gamma	-	0.7370	73.70%
Honey bee toxicity	-	0.7215	72.15%
Biodegradation	-	0.5000	50.00%
Crustacea aquatic toxicity	-	0.5400	54.00%
Fish aquatic toxicity	+	0.9776	97.76%

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	97.41%	91.11%
CHEMBL1951	P21397	Monoamine oxidase A	93.71%	91.49%
CHEMBL253	P34972	Cannabinoid CB2 receptor	91.34%	97.25%
CHEMBL1902	P62942	FK506-binding protein 1A	88.81%	97.05%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	86.25%	95.56%
CHEMBL1994	P08235	Mineralocorticoid receptor	85.89%	100.00%
CHEMBL1806	P11388	DNA topoisomerase II alpha	84.47%	89.00%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	83.59%	96.09%
CHEMBL3746	P80365	11-beta-hydroxysteroid dehydrogenase 2	82.95%	94.78%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	81.58%	94.45%
CHEMBL4481	P35228	Nitric oxide synthase, inducible	81.52%	94.80%
CHEMBL340	P08684	Cytochrome P450 3A4	80.03%	91.19%

Plants that contains it

• Homalomena occulta
• Seriphidium herba-alba

Cross-Links

• PubChem: 6325974
• LOTUS: LTS0102236
• wikiData: Q105154065