(1S,4R,12S)-16-methoxy-1,5,5,15,17,17-hexamethyl-8-methylidene-12-propan-2-yl-19-oxatetracyclo[9.8.0.04,7.013,18]nonadeca-13(18),15-dien-14-one

Details

• Internal ID: 822071da-2475-4dad-b804-c731a4702f14
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Sesquiterpenoids
• IUPAC Name: (1S,4R,12S)-16-methoxy-1,5,5,15,17,17-hexamethyl-8-methylidene-12-propan-2-yl-19-oxatetracyclo[9.8.0.04,7.013,18]nonadeca-13(18),15-dien-14-one
• SMILES (Canonical): CC1=C(C(C2=C(C1=O)C(C3CCC(=C)C4CC(C4CCC3(O2)C)(C)C)C(C)C)(C)C)OC
• SMILES (Isomeric): CC1=C(C(C2=C(C1=O)[C@H](C3CCC(=C)C4CC([C@@H]4CC[C@@]3(O2)C)(C)C)C(C)C)(C)C)OC
• InChI: InChI=1S/C29H44O3/c1-16(2)22-21-12-11-17(3)19-15-27(5,6)20(19)13-14-29(21,9)32-26-23(22)24(30)18(4)25(31-10)28(26,7)8/h16,19-22H,3,11-15H2,1-2,4-10H3/t19?,20-,21?,22+,29+/m1/s1
• InChI Key: GEJLKRYAPUEELN-PFPMIOGASA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₉H₄₄O₃
• Molecular Weight: 440.70 g/mol
• Exact Mass: 440.32904526 g/mol
• Topological Polar Surface Area (TPSA): 35.50 Ų
• XlogP: 6.80
• Atomic LogP (AlogP): 7.24
• 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	+	0.9939	99.39%
Caco-2	+	0.6086	60.86%
Blood Brain Barrier	+	0.6500	65.00%
Human oral bioavailability	+	0.5429	54.29%
Subcellular localzation	Mitochondria	0.6749	67.49%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8162	81.62%
OATP1B3 inhibitior	+	0.9407	94.07%
MATE1 inhibitior	-	0.7000	70.00%
OCT2 inhibitior	-	0.5750	57.50%
BSEP inhibitior	+	0.8355	83.55%
P-glycoprotein inhibitior	+	0.6623	66.23%
P-glycoprotein substrate	-	0.7532	75.32%
CYP3A4 substrate	+	0.6954	69.54%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8316	83.16%
CYP3A4 inhibition	-	0.5647	56.47%
CYP2C9 inhibition	-	0.7264	72.64%
CYP2C19 inhibition	-	0.5549	55.49%
CYP2D6 inhibition	-	0.9265	92.65%
CYP1A2 inhibition	-	0.5415	54.15%
CYP2C8 inhibition	+	0.5341	53.41%
CYP inhibitory promiscuity	-	0.8419	84.19%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9000	90.00%
Carcinogenicity (trinary)	Non-required	0.5816	58.16%
Eye corrosion	-	0.9835	98.35%
Eye irritation	-	0.7816	78.16%
Skin irritation	-	0.6194	61.94%
Skin corrosion	-	0.9488	94.88%
Ames mutagenesis	-	0.7000	70.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.6749	67.49%
Micronuclear	-	0.7900	79.00%
Hepatotoxicity	-	0.6003	60.03%
skin sensitisation	-	0.6439	64.39%
Respiratory toxicity	+	0.7000	70.00%
Reproductive toxicity	+	0.8000	80.00%
Mitochondrial toxicity	+	0.5875	58.75%
Nephrotoxicity	+	0.5459	54.59%
Acute Oral Toxicity (c)	III	0.6460	64.60%
Estrogen receptor binding	+	0.7708	77.08%
Androgen receptor binding	+	0.7137	71.37%
Thyroid receptor binding	+	0.7412	74.12%
Glucocorticoid receptor binding	+	0.8309	83.09%
Aromatase binding	+	0.7239	72.39%
PPAR gamma	+	0.7278	72.78%
Honey bee toxicity	-	0.7131	71.31%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	+	0.5300	53.00%
Fish aquatic toxicity	+	0.9819	98.19%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL4685	P14902	Indoleamine 2,3-dioxygenase	98.95%	96.38%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	96.19%	94.45%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	94.83%	91.11%
CHEMBL253	P34972	Cannabinoid CB2 receptor	93.70%	97.25%
CHEMBL5608	Q16288	NT-3 growth factor receptor	93.19%	95.89%
CHEMBL3267	P48736	PI3-kinase p110-gamma subunit	92.55%	95.71%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	92.38%	85.14%
CHEMBL221	P23219	Cyclooxygenase-1	92.08%	90.17%
CHEMBL1937	Q92769	Histone deacetylase 2	91.50%	94.75%
CHEMBL3137262	O60341	LSD1/CoREST complex	91.35%	97.09%
CHEMBL1907605	P24864	Cyclin-dependent kinase 2/cyclin E1	91.14%	92.88%
CHEMBL204	P00734	Thrombin	90.94%	96.01%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	90.88%	97.14%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	90.34%	96.09%
CHEMBL1871	P10275	Androgen Receptor	90.08%	96.43%
CHEMBL5697	Q9GZT9	Egl nine homolog 1	88.51%	93.40%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	88.38%	95.56%
CHEMBL1907602	P06493	Cyclin-dependent kinase 1/cyclin B1	88.16%	91.24%
CHEMBL5203	P33316	dUTP pyrophosphatase	87.52%	99.18%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	85.90%	95.89%
CHEMBL1994	P08235	Mineralocorticoid receptor	85.74%	100.00%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	85.70%	99.23%
CHEMBL259	P32245	Melanocortin receptor 4	85.27%	95.38%
CHEMBL1966	Q02127	Dihydroorotate dehydrogenase	84.36%	96.09%
CHEMBL3130	O00329	PI3-kinase p110-delta subunit	83.76%	96.47%
CHEMBL3746	P80365	11-beta-hydroxysteroid dehydrogenase 2	82.91%	94.78%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	82.57%	96.77%
CHEMBL2581	P07339	Cathepsin D	82.54%	98.95%
CHEMBL2095194	P08709	Coagulation factor VII/tissue factor	82.33%	99.17%
CHEMBL5255	O00206	Toll-like receptor 4	82.19%	92.50%
CHEMBL1907600	Q00535	Cyclin-dependent kinase 5/CDK5 activator 1	81.91%	93.03%
CHEMBL3231	Q13464	Rho-associated protein kinase 1	81.90%	95.55%
CHEMBL5469	Q14289	Protein tyrosine kinase 2 beta	80.65%	91.03%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	80.44%	91.07%

Plants that contains it

• Baeckea frutescens
• Lycoris radiata
• Lycoris squamigera
• Pancratium canariense

Cross-Links

• PubChem: 162818693
• LOTUS: LTS0132315
• wikiData: Q105148341