[(1R,3S,4E,8R,10E,14S)-8-(2-hydroxypropan-2-yl)-1,5,11-trimethyl-15-oxabicyclo[12.1.0]pentadeca-4,10-dien-3-yl] acetate

Details

• Internal ID: d78785c4-8af1-4c3a-8d98-d00f5e3571cb
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Diterpenoids > Cembrane diterpenoids
• IUPAC Name: [(1R,3S,4E,8R,10E,14S)-8-(2-hydroxypropan-2-yl)-1,5,11-trimethyl-15-oxabicyclo[12.1.0]pentadeca-4,10-dien-3-yl] acetate
• SMILES (Canonical): CC1=CCC(CCC(=CC(CC2(C(O2)CC1)C)OC(=O)C)C)C(C)(C)O
• SMILES (Isomeric): C/C/1=C\C[C@@H](CC/C(=C/[C@H](C[C@@]2([C@@H](O2)CC1)C)OC(=O)C)/C)C(C)(C)O
• InChI: InChI=1S/C22H36O4/c1-15-7-10-18(21(4,5)24)11-8-16(2)13-19(25-17(3)23)14-22(6)20(26-22)12-9-15/h7,13,18-20,24H,8-12,14H2,1-6H3/b15-7+,16-13+/t18-,19+,20-,22+/m0/s1
• InChI Key: QFVYHWVFNTZELH-BYTXDDFNSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₂H₃₆O₄
• Molecular Weight: 364.50 g/mol
• Exact Mass: 364.26135963 g/mol
• Topological Polar Surface Area (TPSA): 59.10 Ų
• XlogP: 3.30
• Atomic LogP (AlogP): 4.71
• H-Bond Acceptor: 4
• H-Bond Donor: 1
• Rotatable Bonds: 2

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9808	98.08%
Caco-2	+	0.6057	60.57%
Blood Brain Barrier	+	0.5250	52.50%
Human oral bioavailability	-	0.5429	54.29%
Subcellular localzation	Mitochondria	0.7038	70.38%
OATP2B1 inhibitior	-	0.8610	86.10%
OATP1B1 inhibitior	+	0.9261	92.61%
OATP1B3 inhibitior	+	0.8868	88.68%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.5571	55.71%
BSEP inhibitior	+	0.6409	64.09%
P-glycoprotein inhibitior	-	0.6092	60.92%
P-glycoprotein substrate	-	0.7375	73.75%
CYP3A4 substrate	+	0.6577	65.77%
CYP2C9 substrate	-	0.8070	80.70%
CYP2D6 substrate	-	0.8638	86.38%
CYP3A4 inhibition	-	0.7535	75.35%
CYP2C9 inhibition	-	0.5355	53.55%
CYP2C19 inhibition	-	0.5359	53.59%
CYP2D6 inhibition	-	0.9372	93.72%
CYP1A2 inhibition	+	0.6807	68.07%
CYP2C8 inhibition	+	0.5102	51.02%
CYP inhibitory promiscuity	-	0.9395	93.95%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.9043	90.43%
Carcinogenicity (trinary)	Non-required	0.6110	61.10%
Eye corrosion	-	0.9741	97.41%
Eye irritation	-	0.8312	83.12%
Skin irritation	-	0.5406	54.06%
Skin corrosion	-	0.9487	94.87%
Ames mutagenesis	-	0.7000	70.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.6558	65.58%
Micronuclear	-	0.6700	67.00%
Hepatotoxicity	+	0.5783	57.83%
skin sensitisation	-	0.6029	60.29%
Respiratory toxicity	+	0.5333	53.33%
Reproductive toxicity	+	0.6111	61.11%
Mitochondrial toxicity	+	0.5875	58.75%
Nephrotoxicity	+	0.6112	61.12%
Acute Oral Toxicity (c)	III	0.5280	52.80%
Estrogen receptor binding	+	0.6971	69.71%
Androgen receptor binding	-	0.5198	51.98%
Thyroid receptor binding	+	0.6573	65.73%
Glucocorticoid receptor binding	+	0.7588	75.88%
Aromatase binding	+	0.5913	59.13%
PPAR gamma	+	0.6771	67.71%
Honey bee toxicity	-	0.8444	84.44%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	-	0.5700	57.00%
Fish aquatic toxicity	+	0.9681	96.81%

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	96.01%	91.11%
CHEMBL253	P34972	Cannabinoid CB2 receptor	94.42%	97.25%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	94.28%	96.09%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	88.87%	96.77%
CHEMBL1293249	Q13887	Kruppel-like factor 5	88.82%	86.33%
CHEMBL2581	P07339	Cathepsin D	88.40%	98.95%
CHEMBL1806	P11388	DNA topoisomerase II alpha	87.99%	89.00%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	86.88%	97.14%
CHEMBL3401	O75469	Pregnane X receptor	86.04%	94.73%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	85.20%	95.56%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	84.19%	96.95%
CHEMBL5608	Q16288	NT-3 growth factor receptor	83.88%	95.89%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	83.85%	94.45%
CHEMBL340	P08684	Cytochrome P450 3A4	83.07%	91.19%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	82.91%	99.23%
CHEMBL1994	P08235	Mineralocorticoid receptor	82.72%	100.00%
CHEMBL2035	P08912	Muscarinic acetylcholine receptor M5	82.59%	94.62%
CHEMBL3359	P21462	Formyl peptide receptor 1	82.17%	93.56%
CHEMBL4657	Q6V1X1	Dipeptidyl peptidase VIII	82.15%	97.21%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	82.13%	95.89%
CHEMBL1871	P10275	Androgen Receptor	81.92%	96.43%
CHEMBL5028	O14672	ADAM10	81.23%	97.50%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	80.96%	91.07%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	80.74%	94.00%
CHEMBL3137262	O60341	LSD1/CoREST complex	80.54%	97.09%

Plants that contains it

• Dimerostemma asperatum

Cross-Links

• PubChem: 162982227
• LOTUS: LTS0243335
• wikiData: Q105341920