[(1R,2S,3S,5R,10S)-8-acetyloxy-5-ethenyl-2,5,11,11-tetramethyl-9-methylidene-15-oxatetracyclo[8.4.1.01,10.02,7]pentadec-7-en-3-yl] acetate

Details

• Internal ID: 5d35eae9-1fe9-4c70-84d3-20d0bceb03ea
• Taxonomy: Organoheterocyclic compounds > Oxepanes
• IUPAC Name: [(1R,2S,3S,5R,10S)-8-acetyloxy-5-ethenyl-2,5,11,11-tetramethyl-9-methylidene-15-oxatetracyclo[8.4.1.01,10.02,7]pentadec-7-en-3-yl] acetate
• InChI: InChI=1S/C25H34O5/c1-9-22(7)13-18-20(29-17(4)27)15(2)25-21(5,6)11-10-12-24(25,30-25)23(18,8)19(14-22)28-16(3)26/h9,19H,1-2,10-14H2,3-8H3/t19-,22+,23-,24+,25+/m0/s1
• InChI Key: CXMZKQKACNYSNC-WJYDCKGNSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₅H₃₄O₅
• Molecular Weight: 414.50 g/mol
• Exact Mass: 414.24062418 g/mol
• Topological Polar Surface Area (TPSA): 65.10 Ų
• XlogP: 3.90
• Atomic LogP (AlogP): 5.02
• H-Bond Acceptor: 5
• H-Bond Donor: 0
• Rotatable Bonds: 3

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9894	98.94%
Caco-2	+	0.4936	49.36%
Blood Brain Barrier	+	0.6250	62.50%
Human oral bioavailability	-	0.6143	61.43%
Subcellular localzation	Mitochondria	0.6641	66.41%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8641	86.41%
OATP1B3 inhibitior	+	0.8866	88.66%
MATE1 inhibitior	-	0.9000	90.00%
OCT2 inhibitior	-	0.5500	55.00%
BSEP inhibitior	+	0.7006	70.06%
P-glycoprotein inhibitior	+	0.6536	65.36%
P-glycoprotein substrate	-	0.7313	73.13%
CYP3A4 substrate	+	0.6707	67.07%
CYP2C9 substrate	-	0.8075	80.75%
CYP2D6 substrate	-	0.8631	86.31%
CYP3A4 inhibition	-	0.6662	66.62%
CYP2C9 inhibition	-	0.7012	70.12%
CYP2C19 inhibition	-	0.7295	72.95%
CYP2D6 inhibition	-	0.9391	93.91%
CYP1A2 inhibition	-	0.5348	53.48%
CYP2C8 inhibition	+	0.4434	44.34%
CYP inhibitory promiscuity	-	0.8986	89.86%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.8843	88.43%
Carcinogenicity (trinary)	Non-required	0.6268	62.68%
Eye corrosion	-	0.9857	98.57%
Eye irritation	-	0.8034	80.34%
Skin irritation	-	0.5685	56.85%
Skin corrosion	-	0.9149	91.49%
Ames mutagenesis	-	0.6300	63.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7378	73.78%
Micronuclear	-	0.5500	55.00%
Hepatotoxicity	-	0.6197	61.97%
skin sensitisation	-	0.6156	61.56%
Respiratory toxicity	+	0.5333	53.33%
Reproductive toxicity	+	0.8444	84.44%
Mitochondrial toxicity	+	0.7250	72.50%
Nephrotoxicity	+	0.5464	54.64%
Acute Oral Toxicity (c)	III	0.6538	65.38%
Estrogen receptor binding	+	0.6991	69.91%
Androgen receptor binding	+	0.7192	71.92%
Thyroid receptor binding	+	0.6923	69.23%
Glucocorticoid receptor binding	+	0.6066	60.66%
Aromatase binding	+	0.6995	69.95%
PPAR gamma	+	0.7299	72.99%
Honey bee toxicity	-	0.6920	69.20%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	-	0.5800	58.00%
Fish aquatic toxicity	+	0.9965	99.65%

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	96.63%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	96.48%	91.11%
CHEMBL2581	P07339	Cathepsin D	89.86%	98.95%
CHEMBL1806	P11388	DNA topoisomerase II alpha	89.07%	89.00%
CHEMBL340	P08684	Cytochrome P450 3A4	85.34%	91.19%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	85.27%	91.07%
CHEMBL1293249	Q13887	Kruppel-like factor 5	84.14%	86.33%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	83.45%	95.56%
CHEMBL253	P34972	Cannabinoid CB2 receptor	82.92%	97.25%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	82.03%	95.50%
CHEMBL1902	P62942	FK506-binding protein 1A	81.85%	97.05%
CHEMBL2095226	P05556	Integrin alpha-5/beta-1	81.35%	96.39%
CHEMBL3359	P21462	Formyl peptide receptor 1	81.27%	93.56%

Plants that contains it

• Vellozia candida

Cross-Links

• PubChem: 162820428
• LOTUS: LTS0120168
• wikiData: Q104971922