(6E,8S,13S)-8-methoxy-7,11-dimethyl-4-propan-2-yl-14-oxabicyclo[11.2.1]hexadeca-1(16),4,6,10-tetraen-15-one

Details

• Internal ID: d2356aec-ea0b-409b-bd6b-e2c74fc3fdf6
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene lactones
• IUPAC Name: (6E,8S,13S)-8-methoxy-7,11-dimethyl-4-propan-2-yl-14-oxabicyclo[11.2.1]hexadeca-1(16),4,6,10-tetraen-15-one
• SMILES (Canonical): CC1=CCC(C(=CC=C(CCC2=CC(C1)OC2=O)C(C)C)C)OC
• SMILES (Isomeric): CC1=CC[C@@H](/C(=C/C=C(CCC2=C[C@H](C1)OC2=O)C(C)C)/C)OC
• InChI: InChI=1S/C21H30O3/c1-14(2)17-8-7-16(4)20(23-5)11-6-15(3)12-19-13-18(10-9-17)21(22)24-19/h6-8,13-14,19-20H,9-12H2,1-5H3/b15-6?,16-7+,17-8?/t19-,20-/m0/s1
• InChI Key: NDOJFBJQGLEMIG-IULQNQQKSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₁H₃₀O₃
• Molecular Weight: 330.50 g/mol
• Exact Mass: 330.21949481 g/mol
• Topological Polar Surface Area (TPSA): 35.50 Ų
• XlogP: 3.80
• Atomic LogP (AlogP): 4.90
• H-Bond Acceptor: 3
• H-Bond Donor: 0
• Rotatable Bonds: 2

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9959	99.59%
Caco-2	+	0.8881	88.81%
Blood Brain Barrier	+	0.5750	57.50%
Human oral bioavailability	+	0.6571	65.71%
Subcellular localzation	Mitochondria	0.6525	65.25%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9108	91.08%
OATP1B3 inhibitior	+	0.9633	96.33%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	0.5250	52.50%
BSEP inhibitior	+	0.7297	72.97%
P-glycoprotein inhibitior	+	0.6136	61.36%
P-glycoprotein substrate	-	0.8261	82.61%
CYP3A4 substrate	+	0.5553	55.53%
CYP2C9 substrate	-	0.5858	58.58%
CYP2D6 substrate	-	0.8822	88.22%
CYP3A4 inhibition	-	0.7353	73.53%
CYP2C9 inhibition	-	0.8447	84.47%
CYP2C19 inhibition	-	0.6915	69.15%
CYP2D6 inhibition	-	0.9290	92.90%
CYP1A2 inhibition	+	0.5445	54.45%
CYP2C8 inhibition	-	0.8557	85.57%
CYP inhibitory promiscuity	-	0.8411	84.11%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9200	92.00%
Carcinogenicity (trinary)	Non-required	0.6154	61.54%
Eye corrosion	-	0.9526	95.26%
Eye irritation	-	0.9462	94.62%
Skin irritation	-	0.6315	63.15%
Skin corrosion	-	0.9642	96.42%
Ames mutagenesis	-	0.6300	63.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7054	70.54%
Micronuclear	-	0.8000	80.00%
Hepatotoxicity	+	0.5569	55.69%
skin sensitisation	-	0.6638	66.38%
Respiratory toxicity	+	0.6222	62.22%
Reproductive toxicity	+	0.5444	54.44%
Mitochondrial toxicity	+	0.6250	62.50%
Nephrotoxicity	+	0.6218	62.18%
Acute Oral Toxicity (c)	III	0.4986	49.86%
Estrogen receptor binding	-	0.6003	60.03%
Androgen receptor binding	-	0.5816	58.16%
Thyroid receptor binding	+	0.5176	51.76%
Glucocorticoid receptor binding	+	0.6090	60.90%
Aromatase binding	-	0.6926	69.26%
PPAR gamma	+	0.6133	61.33%
Honey bee toxicity	-	0.6508	65.08%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	+	0.6400	64.00%
Fish aquatic toxicity	+	0.9755	97.55%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2581	P07339	Cathepsin D	95.84%	98.95%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	93.88%	95.56%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	90.50%	99.23%
CHEMBL3401	O75469	Pregnane X receptor	90.05%	94.73%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	89.27%	91.11%
CHEMBL253	P34972	Cannabinoid CB2 receptor	88.76%	97.25%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	85.94%	96.09%
CHEMBL3359	P21462	Formyl peptide receptor 1	85.70%	93.56%
CHEMBL3130	O00329	PI3-kinase p110-delta subunit	83.42%	96.47%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	81.83%	97.14%

Plants that contains it

• Croton gratissimus

Cross-Links

• PubChem: 162943863
• LOTUS: LTS0028190
• wikiData: Q105177654