(1S,3S,4R,7S,8S,9S,10R)-7,9-dihydroxy-3,7-dimethyl-10-propan-2-yl-11-oxatricyclo[6.2.1.04,9]undecan-6-one

Details

• Internal ID: dbe6c942-6d42-4e7c-895a-53fc7db85fba
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Sesquiterpenoids
• IUPAC Name: (1S,3S,4R,7S,8S,9S,10R)-7,9-dihydroxy-3,7-dimethyl-10-propan-2-yl-11-oxatricyclo[6.2.1.04,9]undecan-6-one
• SMILES (Canonical): CC1CC2C(C3(C1CC(=O)C(C3O2)(C)O)O)C(C)C
• SMILES (Isomeric): C[C@H]1C[C@H]2[C@H]([C@]3([C@@H]1CC(=O)[C@@]([C@H]3O2)(C)O)O)C(C)C
• InChI: InChI=1S/C15H24O4/c1-7(2)12-10-5-8(3)9-6-11(16)14(4,17)13(19-10)15(9,12)18/h7-10,12-13,17-18H,5-6H2,1-4H3/t8-,9+,10-,12+,13+,14+,15-/m0/s1
• InChI Key: LGEGLDZRKDLSPY-NMLLYJJUSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₅H₂₄O₄
• Molecular Weight: 268.35 g/mol
• Exact Mass: 268.16745924 g/mol
• Topological Polar Surface Area (TPSA): 66.80 Ų
• XlogP: 1.00
• Atomic LogP (AlogP): 1.14
• H-Bond Acceptor: 4
• H-Bond Donor: 2
• Rotatable Bonds: 1

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9651	96.51%
Caco-2	+	0.5510	55.10%
Blood Brain Barrier	+	0.6250	62.50%
Human oral bioavailability	-	0.5571	55.71%
Subcellular localzation	Mitochondria	0.5887	58.87%
OATP2B1 inhibitior	-	0.8540	85.40%
OATP1B1 inhibitior	+	0.9296	92.96%
OATP1B3 inhibitior	+	0.9574	95.74%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.9250	92.50%
BSEP inhibitior	-	0.9535	95.35%
P-glycoprotein inhibitior	-	0.8783	87.83%
P-glycoprotein substrate	-	0.8617	86.17%
CYP3A4 substrate	+	0.5412	54.12%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8014	80.14%
CYP3A4 inhibition	-	0.6009	60.09%
CYP2C9 inhibition	-	0.7855	78.55%
CYP2C19 inhibition	-	0.7793	77.93%
CYP2D6 inhibition	-	0.9239	92.39%
CYP1A2 inhibition	-	0.6498	64.98%
CYP2C8 inhibition	-	0.9476	94.76%
CYP inhibitory promiscuity	-	0.8078	80.78%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9800	98.00%
Carcinogenicity (trinary)	Non-required	0.5578	55.78%
Eye corrosion	-	0.9880	98.80%
Eye irritation	-	0.7362	73.62%
Skin irritation	-	0.6190	61.90%
Skin corrosion	-	0.8844	88.44%
Ames mutagenesis	-	0.6100	61.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.7940	79.40%
Micronuclear	-	0.7900	79.00%
Hepatotoxicity	+	0.7634	76.34%
skin sensitisation	-	0.7875	78.75%
Respiratory toxicity	+	0.6000	60.00%
Reproductive toxicity	+	0.7889	78.89%
Mitochondrial toxicity	+	0.7375	73.75%
Nephrotoxicity	+	0.5251	52.51%
Acute Oral Toxicity (c)	III	0.5277	52.77%
Estrogen receptor binding	+	0.7524	75.24%
Androgen receptor binding	+	0.5656	56.56%
Thyroid receptor binding	+	0.5811	58.11%
Glucocorticoid receptor binding	-	0.4796	47.96%
Aromatase binding	-	0.6371	63.71%
PPAR gamma	+	0.5847	58.47%
Honey bee toxicity	-	0.8210	82.10%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	-	0.5100	51.00%
Fish aquatic toxicity	+	0.9494	94.94%

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	97.43%	85.14%
CHEMBL253	P34972	Cannabinoid CB2 receptor	95.81%	97.25%
CHEMBL3137262	O60341	LSD1/CoREST complex	93.34%	97.09%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	91.93%	96.09%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	88.72%	99.23%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	85.81%	91.11%
CHEMBL299	P17252	Protein kinase C alpha	84.80%	98.03%
CHEMBL2553	Q15418	Ribosomal protein S6 kinase alpha 1	84.63%	85.11%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	83.46%	95.56%
CHEMBL2581	P07339	Cathepsin D	82.26%	98.95%
CHEMBL340	P08684	Cytochrome P450 3A4	81.99%	91.19%

Plants that contains it

• Conoclinium coelestinum

Cross-Links

• PubChem: 162945818
• LOTUS: LTS0264621
• wikiData: Q105151309