(1S,3R,4R,7Z,11Z,13S)-4-acetyl-3-hydroxy-7,11-dimethyl-16-methylidene-14-oxabicyclo[11.3.0]hexadeca-7,11-dien-15-one

Details

• Internal ID: b3169d6a-f798-41bb-933d-b972464b135d
• Taxonomy: Organoheterocyclic compounds > Lactones > Gamma butyrolactones
• IUPAC Name: (1S,3R,4R,7Z,11Z,13S)-4-acetyl-3-hydroxy-7,11-dimethyl-16-methylidene-14-oxabicyclo[11.3.0]hexadeca-7,11-dien-15-one
• InChI: InChI=1S/C20H28O4/c1-12-6-5-7-13(2)10-19-17(14(3)20(23)24-19)11-18(22)16(9-8-12)15(4)21/h6,10,16-19,22H,3,5,7-9,11H2,1-2,4H3/b12-6-,13-10-/t16-,17-,18+,19-/m0/s1
• InChI Key: ZKOWAHHRXXUZGA-RIYJGCDTSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₀H₂₈O₄
• Molecular Weight: 332.40 g/mol
• Exact Mass: 332.19875937 g/mol
• Topological Polar Surface Area (TPSA): 63.60 Ų
• XlogP: 2.10
• Atomic LogP (AlogP): 3.51
• H-Bond Acceptor: 4
• H-Bond Donor: 1
• Rotatable Bonds: 1

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9845	98.45%
Caco-2	+	0.6809	68.09%
Blood Brain Barrier	+	0.5500	55.00%
Human oral bioavailability	-	0.5000	50.00%
Subcellular localzation	Mitochondria	0.6584	65.84%
OATP2B1 inhibitior	-	0.8617	86.17%
OATP1B1 inhibitior	+	0.9028	90.28%
OATP1B3 inhibitior	+	0.8637	86.37%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	0.7321	73.21%
BSEP inhibitior	-	0.5801	58.01%
P-glycoprotein inhibitior	-	0.6642	66.42%
P-glycoprotein substrate	-	0.8034	80.34%
CYP3A4 substrate	+	0.6203	62.03%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8706	87.06%
CYP3A4 inhibition	-	0.6512	65.12%
CYP2C9 inhibition	-	0.8803	88.03%
CYP2C19 inhibition	-	0.8296	82.96%
CYP2D6 inhibition	-	0.9537	95.37%
CYP1A2 inhibition	+	0.5496	54.96%
CYP2C8 inhibition	-	0.5765	57.65%
CYP inhibitory promiscuity	-	0.9754	97.54%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.9500	95.00%
Carcinogenicity (trinary)	Non-required	0.6337	63.37%
Eye corrosion	-	0.9749	97.49%
Eye irritation	-	0.9396	93.96%
Skin irritation	+	0.5435	54.35%
Skin corrosion	-	0.9164	91.64%
Ames mutagenesis	-	0.7400	74.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5330	53.30%
Micronuclear	-	0.8500	85.00%
Hepatotoxicity	+	0.6551	65.51%
skin sensitisation	-	0.8093	80.93%
Respiratory toxicity	+	0.6444	64.44%
Reproductive toxicity	+	0.7444	74.44%
Mitochondrial toxicity	+	0.8750	87.50%
Nephrotoxicity	+	0.4758	47.58%
Acute Oral Toxicity (c)	II	0.4656	46.56%
Estrogen receptor binding	+	0.5419	54.19%
Androgen receptor binding	+	0.5689	56.89%
Thyroid receptor binding	-	0.6075	60.75%
Glucocorticoid receptor binding	+	0.7472	74.72%
Aromatase binding	-	0.7326	73.26%
PPAR gamma	-	0.6109	61.09%
Honey bee toxicity	-	0.8234	82.34%
Biodegradation	-	0.6000	60.00%
Crustacea aquatic toxicity	-	0.5700	57.00%
Fish aquatic toxicity	+	0.9895	98.95%

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	95.64%	91.11%
CHEMBL253	P34972	Cannabinoid CB2 receptor	92.18%	97.25%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	91.88%	95.56%
CHEMBL2581	P07339	Cathepsin D	90.60%	98.95%
CHEMBL1806	P11388	DNA topoisomerase II alpha	89.50%	89.00%
CHEMBL3137262	O60341	LSD1/CoREST complex	86.46%	97.09%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	85.69%	99.23%
CHEMBL1994	P08235	Mineralocorticoid receptor	84.48%	100.00%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	83.63%	96.09%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	83.17%	95.50%
CHEMBL1907600	Q00535	Cyclin-dependent kinase 5/CDK5 activator 1	83.06%	93.03%
CHEMBL1907602	P06493	Cyclin-dependent kinase 1/cyclin B1	80.04%	91.24%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 162858542
• LOTUS: LTS0244343
• wikiData: Q105378611