Boschnialactone

Details

• Internal ID: 4d90c908-6be2-49a7-906d-3906916b63cb
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene lactones
• IUPAC Name: (4aR,7R,7aR)-7-methyl-4,4a,5,6,7,7a-hexahydro-1H-cyclopenta[c]pyran-3-one
• SMILES (Canonical): CC1CCC2C1COC(=O)C2
• SMILES (Isomeric): C[C@@H]1CC[C@H]2[C@@H]1COC(=O)C2
• InChI: InChI=1S/C9H14O2/c1-6-2-3-7-4-9(10)11-5-8(6)7/h6-8H,2-5H2,1H3/t6-,7-,8-/m1/s1
• InChI Key: VGWJUWSHYRJZKH-BWZBUEFSSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₉H₁₄O₂
• Molecular Weight: 154.21 g/mol
• Exact Mass: 154.099379685 g/mol
• Topological Polar Surface Area (TPSA): 26.30 Ų
• XlogP: 2.00
• Atomic LogP (AlogP): 1.60
• H-Bond Acceptor: 2
• H-Bond Donor: 0
• Rotatable Bonds: 0

Synonyms

• (-)-Boschnialactone
• 17957-87-8
• C09772
• (4aR,7R,7aR)-7-methyl-4,4a,5,6,7,7a-hexahydro-1H-cyclopenta[c]pyran-3-one
• AC1L9CSB
• 7-Methylhexahydrocyclopenta[c]pyran-3(1H)-one
• CHEBI:3158
• (6R)-9-METHYL-3-OXABICYCLO[4.3.0]NONAN-4-ONE
• DTXSID00939240
• Q27105962

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9969	99.69%
Caco-2	+	0.7892	78.92%
Blood Brain Barrier	+	0.7250	72.50%
Human oral bioavailability	+	0.5857	58.57%
Subcellular localzation	Lysosomes	0.3652	36.52%
OATP2B1 inhibitior	-	0.8475	84.75%
OATP1B1 inhibitior	+	0.9442	94.42%
OATP1B3 inhibitior	+	0.9596	95.96%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.7500	75.00%
BSEP inhibitior	-	0.9388	93.88%
P-glycoprotein inhibitior	-	0.9860	98.60%
P-glycoprotein substrate	-	0.8782	87.82%
CYP3A4 substrate	-	0.5845	58.45%
CYP2C9 substrate	-	0.5827	58.27%
CYP2D6 substrate	-	0.8301	83.01%
CYP3A4 inhibition	-	0.9575	95.75%
CYP2C9 inhibition	-	0.9081	90.81%
CYP2C19 inhibition	-	0.7632	76.32%
CYP2D6 inhibition	-	0.9520	95.20%
CYP1A2 inhibition	-	0.5326	53.26%
CYP2C8 inhibition	-	0.9654	96.54%
CYP inhibitory promiscuity	-	0.9841	98.41%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9500	95.00%
Carcinogenicity (trinary)	Non-required	0.6676	66.76%
Eye corrosion	-	0.5611	56.11%
Eye irritation	+	0.9674	96.74%
Skin irritation	-	0.5312	53.12%
Skin corrosion	-	0.9584	95.84%
Ames mutagenesis	-	0.5800	58.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.7476	74.76%
Micronuclear	-	0.9500	95.00%
Hepatotoxicity	+	0.7805	78.05%
skin sensitisation	-	0.7308	73.08%
Respiratory toxicity	-	0.5556	55.56%
Reproductive toxicity	-	0.6333	63.33%
Mitochondrial toxicity	-	0.7125	71.25%
Nephrotoxicity	+	0.6322	63.22%
Acute Oral Toxicity (c)	III	0.5547	55.47%
Estrogen receptor binding	-	0.8583	85.83%
Androgen receptor binding	-	0.7497	74.97%
Thyroid receptor binding	-	0.9223	92.23%
Glucocorticoid receptor binding	-	0.8205	82.05%
Aromatase binding	-	0.8888	88.88%
PPAR gamma	-	0.9023	90.23%
Honey bee toxicity	-	0.8193	81.93%
Biodegradation	+	0.7750	77.50%
Crustacea aquatic toxicity	+	0.6200	62.00%
Fish aquatic toxicity	+	0.8292	82.92%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2581	P07339	Cathepsin D	93.05%	98.95%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	88.17%	85.14%
CHEMBL4481	P35228	Nitric oxide synthase, inducible	87.61%	94.80%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	86.17%	95.56%
CHEMBL3137262	O60341	LSD1/CoREST complex	85.71%	97.09%
CHEMBL1994	P08235	Mineralocorticoid receptor	83.33%	100.00%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	82.18%	96.09%
CHEMBL253	P34972	Cannabinoid CB2 receptor	81.13%	97.25%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	80.51%	97.14%
CHEMBL2140	P48775	Tryptophan 2,3-dioxygenase	80.41%	98.46%

Plants that contains it

• Boschniakia rossica

Cross-Links

• PubChem: 442420
• NPASS: NPC130288