6-Hydroxy-5,10,15-trimethyl-4,9,13-trioxatetracyclo[10.3.0.03,5.08,10]pentadecan-14-one

Details

• Internal ID: 91b7483d-ef36-4c69-b014-b790f89338d6
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene lactones
• IUPAC Name: 6-hydroxy-5,10,15-trimethyl-4,9,13-trioxatetracyclo[10.3.0.03,5.08,10]pentadecan-14-one
• SMILES (Canonical): CC1C2CC3C(O3)(C(CC4C(O4)(CC2OC1=O)C)O)C
• SMILES (Isomeric): CC1C2CC3C(O3)(C(CC4C(O4)(CC2OC1=O)C)O)C
• InChI: InChI=1S/C15H22O5/c1-7-8-4-12-15(3,20-12)10(16)5-11-14(2,19-11)6-9(8)18-13(7)17/h7-12,16H,4-6H2,1-3H3
• InChI Key: CFCZKBUBOFFSDG-UHFFFAOYSA-N
• Popularity: 1 reference 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): 71.60 Ų
• XlogP: 0.80
• Atomic LogP (AlogP): 1.02
• H-Bond Acceptor: 5
• H-Bond Donor: 1
• Rotatable Bonds: 0

Synonyms

• 1187925-30-9
• CID 91895394

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9634	96.34%
Caco-2	+	0.6599	65.99%
Blood Brain Barrier	+	0.6750	67.50%
Human oral bioavailability	+	0.5857	58.57%
Subcellular localzation	Mitochondria	0.5060	50.60%
OATP2B1 inhibitior	-	0.8537	85.37%
OATP1B1 inhibitior	+	0.9237	92.37%
OATP1B3 inhibitior	+	0.8847	88.47%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.8750	87.50%
BSEP inhibitior	-	0.8440	84.40%
P-glycoprotein inhibitior	-	0.8788	87.88%
P-glycoprotein substrate	-	0.7250	72.50%
CYP3A4 substrate	+	0.6076	60.76%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8294	82.94%
CYP3A4 inhibition	-	0.7456	74.56%
CYP2C9 inhibition	-	0.8814	88.14%
CYP2C19 inhibition	-	0.8646	86.46%
CYP2D6 inhibition	-	0.9576	95.76%
CYP1A2 inhibition	-	0.6540	65.40%
CYP2C8 inhibition	-	0.9346	93.46%
CYP inhibitory promiscuity	-	0.9869	98.69%
UGT catelyzed	-	0.7000	70.00%
Carcinogenicity (binary)	-	0.9600	96.00%
Carcinogenicity (trinary)	Non-required	0.5239	52.39%
Eye corrosion	-	0.9808	98.08%
Eye irritation	-	0.9614	96.14%
Skin irritation	-	0.5357	53.57%
Skin corrosion	-	0.8810	88.10%
Ames mutagenesis	-	0.5800	58.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.7702	77.02%
Micronuclear	-	0.6300	63.00%
Hepatotoxicity	+	0.6908	69.08%
skin sensitisation	-	0.7886	78.86%
Respiratory toxicity	+	0.5778	57.78%
Reproductive toxicity	+	0.6222	62.22%
Mitochondrial toxicity	+	0.7625	76.25%
Nephrotoxicity	+	0.6269	62.69%
Acute Oral Toxicity (c)	III	0.4098	40.98%
Estrogen receptor binding	+	0.7714	77.14%
Androgen receptor binding	+	0.5366	53.66%
Thyroid receptor binding	+	0.6956	69.56%
Glucocorticoid receptor binding	+	0.6579	65.79%
Aromatase binding	+	0.5504	55.04%
PPAR gamma	+	0.5642	56.42%
Honey bee toxicity	-	0.7639	76.39%
Biodegradation	-	0.7000	70.00%
Crustacea aquatic toxicity	-	0.5100	51.00%
Fish aquatic toxicity	+	0.8673	86.73%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	97.20%	85.14%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	91.43%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	89.71%	96.09%
CHEMBL218	P21554	Cannabinoid CB1 receptor	88.03%	96.61%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	87.07%	95.56%
CHEMBL1994	P08235	Mineralocorticoid receptor	84.67%	100.00%
CHEMBL3137262	O60341	LSD1/CoREST complex	83.16%	97.09%
CHEMBL253	P34972	Cannabinoid CB2 receptor	81.02%	97.25%

Plants that contains it

• Carpesium abrotanoides
• Carpesium faberi

Cross-Links

• PubChem: 76008083
• LOTUS: LTS0046369
• wikiData: Q104956377