14,16-Dihydroxy-3,3,7,11-tetramethyl-15-(3-methylbutanoyl)-19-oxatetracyclo[9.8.0.02,4.013,18]nonadeca-7,13,15,17-tetraene-17-carbaldehyde

Details

• Internal ID: b38f3bb1-a469-4423-8d35-88c79689a6c4
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Sesquiterpenoids > Germacrane sesquiterpenoids
• IUPAC Name: 14,16-dihydroxy-3,3,7,11-tetramethyl-15-(3-methylbutanoyl)-19-oxatetracyclo[9.8.0.02,4.013,18]nonadeca-7,13,15,17-tetraene-17-carbaldehyde
• SMILES (Canonical): CC1=CCCC2(CC3=C(C(=C(C(=C3OC2C4C(C4(C)C)CC1)C=O)O)C(=O)CC(C)C)O)C
• SMILES (Isomeric): CC1=CCCC2(CC3=C(C(=C(C(=C3OC2C4C(C4(C)C)CC1)C=O)O)C(=O)CC(C)C)O)C
• InChI: InChI=1S/C28H38O5/c1-15(2)12-20(30)21-23(31)17-13-28(6)11-7-8-16(3)9-10-19-22(27(19,4)5)26(28)33-25(17)18(14-29)24(21)32/h8,14-15,19,22,26,31-32H,7,9-13H2,1-6H3
• InChI Key: JIUCFHYHXVNZMU-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₈H₃₈O₅
• Molecular Weight: 454.60 g/mol
• Exact Mass: 454.27192431 g/mol
• Topological Polar Surface Area (TPSA): 83.80 Ų
• XlogP: 6.90
• Atomic LogP (AlogP): 6.24
• H-Bond Acceptor: 5
• H-Bond Donor: 2
• Rotatable Bonds: 4

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9778	97.78%
Caco-2	+	0.4879	48.79%
Blood Brain Barrier	+	0.6500	65.00%
Human oral bioavailability	-	0.7000	70.00%
Subcellular localzation	Mitochondria	0.7666	76.66%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8151	81.51%
OATP1B3 inhibitior	+	0.8592	85.92%
MATE1 inhibitior	-	0.8600	86.00%
OCT2 inhibitior	-	0.6750	67.50%
BSEP inhibitior	+	0.9158	91.58%
P-glycoprotein inhibitior	+	0.6762	67.62%
P-glycoprotein substrate	-	0.5082	50.82%
CYP3A4 substrate	+	0.6764	67.64%
CYP2C9 substrate	-	0.6062	60.62%
CYP2D6 substrate	-	0.8137	81.37%
CYP3A4 inhibition	+	0.5000	50.00%
CYP2C9 inhibition	-	0.6284	62.84%
CYP2C19 inhibition	-	0.6251	62.51%
CYP2D6 inhibition	-	0.8847	88.47%
CYP1A2 inhibition	+	0.7040	70.40%
CYP2C8 inhibition	+	0.6723	67.23%
CYP inhibitory promiscuity	-	0.5595	55.95%
UGT catelyzed	+	0.9000	90.00%
Carcinogenicity (binary)	-	0.9600	96.00%
Carcinogenicity (trinary)	Non-required	0.7458	74.58%
Eye corrosion	-	0.9920	99.20%
Eye irritation	-	0.8604	86.04%
Skin irritation	-	0.6854	68.54%
Skin corrosion	-	0.9359	93.59%
Ames mutagenesis	-	0.6954	69.54%
Human Ether-a-go-go-Related Gene inhibition	+	0.8142	81.42%
Micronuclear	-	0.8100	81.00%
Hepatotoxicity	-	0.5396	53.96%
skin sensitisation	-	0.7579	75.79%
Respiratory toxicity	+	0.7222	72.22%
Reproductive toxicity	+	0.9222	92.22%
Mitochondrial toxicity	+	0.8250	82.50%
Nephrotoxicity	-	0.5792	57.92%
Acute Oral Toxicity (c)	III	0.4665	46.65%
Estrogen receptor binding	+	0.8403	84.03%
Androgen receptor binding	+	0.7180	71.80%
Thyroid receptor binding	+	0.5525	55.25%
Glucocorticoid receptor binding	+	0.8817	88.17%
Aromatase binding	+	0.8112	81.12%
PPAR gamma	+	0.7247	72.47%
Honey bee toxicity	-	0.8115	81.15%
Biodegradation	-	0.9000	90.00%
Crustacea aquatic toxicity	-	0.5900	59.00%
Fish aquatic toxicity	+	0.9966	99.66%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL253	P34972	Cannabinoid CB2 receptor	97.88%	97.25%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	96.93%	96.09%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	96.57%	95.56%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	96.22%	91.11%
CHEMBL1806	P11388	DNA topoisomerase II alpha	90.08%	89.00%
CHEMBL3145	P42338	PI3-kinase p110-beta subunit	88.96%	98.75%
CHEMBL4227	P25090	Lipoxin A4 receptor	88.79%	100.00%
CHEMBL1994	P08235	Mineralocorticoid receptor	88.70%	100.00%
CHEMBL3359	P21462	Formyl peptide receptor 1	88.44%	93.56%
CHEMBL3137262	O60341	LSD1/CoREST complex	88.21%	97.09%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	87.69%	95.89%
CHEMBL2581	P07339	Cathepsin D	87.32%	98.95%
CHEMBL2563	Q9UQL6	Histone deacetylase 5	85.35%	89.67%
CHEMBL3055	P50613	Cyclin-dependent kinase 7	85.02%	81.88%
CHEMBL3401	O75469	Pregnane X receptor	84.53%	94.73%
CHEMBL3830	Q2M2I8	Adaptor-associated kinase	83.33%	83.10%
CHEMBL1907600	Q00535	Cyclin-dependent kinase 5/CDK5 activator 1	82.90%	93.03%
CHEMBL3130	O00329	PI3-kinase p110-delta subunit	82.65%	96.47%
CHEMBL4681	P42330	Aldo-keto-reductase family 1 member C3	82.34%	89.05%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	82.31%	94.45%
CHEMBL5608	Q16288	NT-3 growth factor receptor	82.17%	95.89%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	81.72%	94.33%
CHEMBL5028	O14672	ADAM10	81.63%	97.50%

Plants that contains it

• Eucalyptus globulus

Cross-Links

• PubChem: 74041680
• LOTUS: LTS0137984
• wikiData: Q105129332