3-Deoxy-11,13-dihydroisosecotanapartholide

Details

• Internal ID: 3e25f60b-a885-4f38-88f7-7ddf444aff81
• Taxonomy: Organoheterocyclic compounds > Lactones > Gamma butyrolactones
• IUPAC Name: (3S,4S,5S)-3-methyl-5-(2-methyl-5-oxocyclopenten-1-yl)-4-(3-oxobutyl)oxolan-2-one
• SMILES (Canonical): CC1C(C(OC1=O)C2=C(CCC2=O)C)CCC(=O)C
• SMILES (Isomeric): C[C@H]1[C@@H]([C@H](OC1=O)C2=C(CCC2=O)C)CCC(=O)C
• InChI: InChI=1S/C15H20O4/c1-8-4-7-12(17)13(8)14-11(6-5-9(2)16)10(3)15(18)19-14/h10-11,14H,4-7H2,1-3H3/t10-,11-,14-/m0/s1
• InChI Key: PDSCDNUFADIZFU-MJVIPROJSA-N
• Popularity: 1 reference 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): 60.40 Ų
• XlogP: 0.70
• Atomic LogP (AlogP): 2.21
• H-Bond Acceptor: 4
• H-Bond Donor: 0
• Rotatable Bonds: 4

Synonyms

• 3-Deoxy-11,13-dihydroisosecotanapartholide
• (3S,4S,5S)-3-Methyl-4-(3-oxobutyl)-5-(2-methyl-5-oxo-1-cyclopentenyl)tetrahydrofuran-2-one
• 572924-43-7

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9858	98.58%
Caco-2	+	0.8117	81.17%
Blood Brain Barrier	+	0.7750	77.50%
Human oral bioavailability	+	0.5571	55.71%
Subcellular localzation	Mitochondria	0.6789	67.89%
OATP2B1 inhibitior	-	0.8543	85.43%
OATP1B1 inhibitior	+	0.8927	89.27%
OATP1B3 inhibitior	+	0.9212	92.12%
MATE1 inhibitior	-	0.8800	88.00%
OCT2 inhibitior	-	0.8250	82.50%
BSEP inhibitior	-	0.8343	83.43%
P-glycoprotein inhibitior	-	0.7407	74.07%
P-glycoprotein substrate	-	0.8590	85.90%
CYP3A4 substrate	-	0.5087	50.87%
CYP2C9 substrate	-	0.8058	80.58%
CYP2D6 substrate	-	0.9047	90.47%
CYP3A4 inhibition	-	0.8574	85.74%
CYP2C9 inhibition	-	0.8644	86.44%
CYP2C19 inhibition	-	0.8004	80.04%
CYP2D6 inhibition	-	0.9416	94.16%
CYP1A2 inhibition	-	0.5727	57.27%
CYP2C8 inhibition	-	0.9357	93.57%
CYP inhibitory promiscuity	-	0.8083	80.83%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.8928	89.28%
Carcinogenicity (trinary)	Non-required	0.5900	59.00%
Eye corrosion	-	0.9449	94.49%
Eye irritation	+	0.6133	61.33%
Skin irritation	+	0.5490	54.90%
Skin corrosion	-	0.8711	87.11%
Ames mutagenesis	-	0.7000	70.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5799	57.99%
Micronuclear	-	0.8600	86.00%
Hepatotoxicity	+	0.6783	67.83%
skin sensitisation	-	0.7967	79.67%
Respiratory toxicity	-	0.6889	68.89%
Reproductive toxicity	-	0.6778	67.78%
Mitochondrial toxicity	-	0.7000	70.00%
Nephrotoxicity	-	0.5818	58.18%
Acute Oral Toxicity (c)	III	0.6685	66.85%
Estrogen receptor binding	-	0.7215	72.15%
Androgen receptor binding	-	0.5000	50.00%
Thyroid receptor binding	-	0.6888	68.88%
Glucocorticoid receptor binding	-	0.6159	61.59%
Aromatase binding	-	0.8721	87.21%
PPAR gamma	-	0.7340	73.40%
Honey bee toxicity	-	0.8994	89.94%
Biodegradation	-	0.6500	65.00%
Crustacea aquatic toxicity	-	0.6600	66.00%
Fish aquatic toxicity	+	0.9423	94.23%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2581	P07339	Cathepsin D	90.97%	98.95%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	89.99%	91.11%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	89.61%	85.14%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	88.86%	99.23%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	86.27%	96.09%
CHEMBL253	P34972	Cannabinoid CB2 receptor	85.82%	97.25%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	83.33%	95.56%
CHEMBL230	P35354	Cyclooxygenase-2	83.21%	89.63%
CHEMBL3060	Q9Y345	Glycine transporter 2	81.02%	99.17%

Plants that contains it

• Achillea ligustica
• Anemonoides raddeana

Cross-Links

• PubChem: 12097068
• NPASS: NPC281584
• LOTUS: LTS0227006
• wikiData: Q105206721