Secoswartzianin B

Details

• Internal ID: 8b0357b2-51b4-44db-9a37-630d3ea154b8
• Taxonomy: Organic acids and derivatives > Carboxylic acids and derivatives > Carboxylic acid derivatives > Carboxylic acid esters > Methyl esters
• IUPAC Name: methyl 2-[(1R,7S)-3-acetyl-1,5,5-trimethyl-2-bicyclo[5.1.0]oct-2-enyl]acetate
• SMILES (Canonical): CC(=O)C1=C(C2(CC2CC(C1)(C)C)C)CC(=O)OC
• SMILES (Isomeric): CC(=O)C1=C([C@@]2(C[C@@H]2CC(C1)(C)C)C)CC(=O)OC
• InChI: InChI=1S/C16H24O3/c1-10(17)12-9-15(2,3)7-11-8-16(11,4)13(12)6-14(18)19-5/h11H,6-9H2,1-5H3/t11-,16+/m0/s1
• InChI Key: VYLMIBLQFMHGPL-MEDUHNTESA-N
• Popularity: 4 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₆H₂₄O₃
• Molecular Weight: 264.36 g/mol
• Exact Mass: 264.17254462 g/mol
• Topological Polar Surface Area (TPSA): 43.40 Ų
• XlogP: 2.80
• Atomic LogP (AlogP): 3.28
• H-Bond Acceptor: 3
• H-Bond Donor: 0
• Rotatable Bonds: 3

Synonyms

• Methyl 2-[(1R,7S)-3-acetyl-1,5,5-trimethyl-2-bicyclo[5.1.0]oct-2-enyl]acetate
• methyl 2-((1R,7S)-3-acetyl-1,5,5-trimethyl-2-bicyclo(5.1.0)oct-2-enyl)acetate
• RefChem:182196
• 150375-23-8
• CHEMBL451650

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9929	99.29%
Caco-2	+	0.7878	78.78%
Blood Brain Barrier	+	0.8500	85.00%
Human oral bioavailability	+	0.5429	54.29%
Subcellular localzation	Mitochondria	0.7497	74.97%
OATP2B1 inhibitior	-	0.8519	85.19%
OATP1B1 inhibitior	+	0.9267	92.67%
OATP1B3 inhibitior	+	0.9172	91.72%
MATE1 inhibitior	+	0.7800	78.00%
OCT2 inhibitior	-	0.7750	77.50%
BSEP inhibitior	-	0.6635	66.35%
P-glycoprotein inhibitior	-	0.8245	82.45%
P-glycoprotein substrate	-	0.7476	74.76%
CYP3A4 substrate	+	0.5633	56.33%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.9075	90.75%
CYP3A4 inhibition	-	0.6816	68.16%
CYP2C9 inhibition	-	0.7044	70.44%
CYP2C19 inhibition	-	0.6982	69.82%
CYP2D6 inhibition	-	0.9488	94.88%
CYP1A2 inhibition	-	0.7880	78.80%
CYP2C8 inhibition	-	0.8703	87.03%
CYP inhibitory promiscuity	-	0.7729	77.29%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.6317	63.17%
Carcinogenicity (trinary)	Non-required	0.5905	59.05%
Eye corrosion	-	0.9595	95.95%
Eye irritation	+	0.7528	75.28%
Skin irritation	-	0.6597	65.97%
Skin corrosion	-	0.9846	98.46%
Ames mutagenesis	-	0.6600	66.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.3639	36.39%
Micronuclear	-	0.6800	68.00%
Hepatotoxicity	-	0.5696	56.96%
skin sensitisation	+	0.6528	65.28%
Respiratory toxicity	-	0.5000	50.00%
Reproductive toxicity	-	0.5327	53.27%
Mitochondrial toxicity	+	0.6125	61.25%
Nephrotoxicity	+	0.7351	73.51%
Acute Oral Toxicity (c)	III	0.5974	59.74%
Estrogen receptor binding	-	0.7842	78.42%
Androgen receptor binding	-	0.7379	73.79%
Thyroid receptor binding	-	0.6175	61.75%
Glucocorticoid receptor binding	-	0.5235	52.35%
Aromatase binding	-	0.6416	64.16%
PPAR gamma	-	0.6167	61.67%
Honey bee toxicity	-	0.9208	92.08%
Biodegradation	-	0.7250	72.50%
Crustacea aquatic toxicity	-	0.6200	62.00%
Fish aquatic toxicity	+	0.9938	99.38%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	97.97%	96.09%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	97.88%	85.14%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	93.76%	91.11%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	92.78%	94.45%
CHEMBL3437	Q16853	Amine oxidase, copper containing	92.15%	94.00%
CHEMBL221	P23219	Cyclooxygenase-1	88.46%	90.17%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	87.81%	94.33%
CHEMBL340	P08684	Cytochrome P450 3A4	85.19%	91.19%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	84.44%	91.07%
CHEMBL3137262	O60341	LSD1/CoREST complex	80.79%	97.09%

Plants that contains it

• Porella subobtusa
• Porella swartziana

Cross-Links

• PubChem: 10468009
• NPASS: NPC75094
• LOTUS: LTS0042855
• wikiData: Q104399527