(1Z,3S,5S,8S,10S,12S)-5,10,15,15-tetramethyl-4,9,13,14-tetraoxatetracyclo[10.3.0.03,5.08,10]pentadec-1-en-12-ol

Details

• Internal ID: 14a56372-7583-4ca4-a912-deda4567e260
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Sesquiterpenoids > Germacrane sesquiterpenoids
• IUPAC Name: (1Z,3S,5S,8S,10S,12S)-5,10,15,15-tetramethyl-4,9,13,14-tetraoxatetracyclo[10.3.0.03,5.08,10]pentadec-1-en-12-ol
• SMILES (Canonical): CC1(C2=CC3C(O3)(CCC4C(O4)(CC2(OO1)O)C)C)C
• SMILES (Isomeric): C[C@]12CC[C@H]3[C@@](O3)(C[C@]4(/C(=C\[C@@H]1O2)/C(OO4)(C)C)O)C
• InChI: InChI=1S/C15H22O5/c1-12(2)9-7-11-13(3,18-11)6-5-10-14(4,17-10)8-15(9,16)20-19-12/h7,10-11,16H,5-6,8H2,1-4H3/b9-7-/t10-,11-,13-,14-,15-/m0/s1
• InChI Key: KQFWIVNLLMSUTP-ONHRKXJZSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₅H₂₂O₅
• Molecular Weight: 282.33 g/mol
• Exact Mass: 282.14672380 g/mol
• Topological Polar Surface Area (TPSA): 63.80 Ų
• XlogP: 0.30
• Atomic LogP (AlogP): 1.84
• H-Bond Acceptor: 5
• H-Bond Donor: 1
• Rotatable Bonds: 0

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9839	98.39%
Caco-2	+	0.6368	63.68%
Blood Brain Barrier	+	0.7250	72.50%
Human oral bioavailability	+	0.5286	52.86%
Subcellular localzation	Mitochondria	0.4982	49.82%
OATP2B1 inhibitior	-	0.8550	85.50%
OATP1B1 inhibitior	+	0.9399	93.99%
OATP1B3 inhibitior	+	0.9491	94.91%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.6000	60.00%
BSEP inhibitior	-	0.7878	78.78%
P-glycoprotein inhibitior	-	0.8296	82.96%
P-glycoprotein substrate	-	0.8182	81.82%
CYP3A4 substrate	+	0.5836	58.36%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.7668	76.68%
CYP3A4 inhibition	-	0.8362	83.62%
CYP2C9 inhibition	-	0.7733	77.33%
CYP2C19 inhibition	-	0.8190	81.90%
CYP2D6 inhibition	-	0.9191	91.91%
CYP1A2 inhibition	-	0.5194	51.94%
CYP2C8 inhibition	-	0.8139	81.39%
CYP inhibitory promiscuity	-	0.9598	95.98%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.8100	81.00%
Carcinogenicity (trinary)	Non-required	0.4574	45.74%
Eye corrosion	-	0.9757	97.57%
Eye irritation	-	0.8852	88.52%
Skin irritation	-	0.5602	56.02%
Skin corrosion	-	0.9151	91.51%
Ames mutagenesis	-	0.5670	56.70%
Human Ether-a-go-go-Related Gene inhibition	-	0.8381	83.81%
Micronuclear	-	0.7000	70.00%
Hepatotoxicity	+	0.6553	65.53%
skin sensitisation	-	0.7339	73.39%
Respiratory toxicity	+	0.6111	61.11%
Reproductive toxicity	+	0.6333	63.33%
Mitochondrial toxicity	+	0.7375	73.75%
Nephrotoxicity	+	0.4830	48.30%
Acute Oral Toxicity (c)	III	0.5109	51.09%
Estrogen receptor binding	+	0.5572	55.72%
Androgen receptor binding	+	0.5364	53.64%
Thyroid receptor binding	+	0.6922	69.22%
Glucocorticoid receptor binding	+	0.6825	68.25%
Aromatase binding	-	0.5313	53.13%
PPAR gamma	+	0.6373	63.73%
Honey bee toxicity	-	0.9400	94.00%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	+	0.5200	52.00%
Fish aquatic toxicity	+	0.9148	91.48%

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	93.18%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	86.31%	91.11%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	84.25%	94.45%
CHEMBL3137262	O60341	LSD1/CoREST complex	83.27%	97.09%
CHEMBL241	Q14432	Phosphodiesterase 3A	82.53%	92.94%
CHEMBL5608	Q16288	NT-3 growth factor receptor	81.37%	95.89%
CHEMBL1994	P08235	Mineralocorticoid receptor	80.43%	100.00%

Plants that contains it

• Curcuma aromatica

Cross-Links

• PubChem: 21769359
• LOTUS: LTS0169939
• wikiData: Q105144531