(1R,2S,5R,6S,9R,10S)-5-methyl-2-propan-2-yl-11-oxatricyclo[7.2.1.01,6]dodecane-5,9,10-triol

Details

• Internal ID: 72312b89-de07-4fd7-a002-894cf49ff77b
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Sesquiterpenoids
• IUPAC Name: (1R,2S,5R,6S,9R,10S)-5-methyl-2-propan-2-yl-11-oxatricyclo[7.2.1.01,6]dodecane-5,9,10-triol
• SMILES (Canonical): CC(C)C1CCC(C2C13CC(CC2)(C(O3)O)O)(C)O
• SMILES (Isomeric): CC(C)[C@@H]1CC[C@@]([C@H]2[C@@]13C[C@](CC2)([C@H](O3)O)O)(C)O
• InChI: InChI=1S/C15H26O4/c1-9(2)10-4-6-13(3,17)11-5-7-14(18)8-15(10,11)19-12(14)16/h9-12,16-18H,4-8H2,1-3H3/t10-,11-,12-,13+,14+,15+/m0/s1
• InChI Key: CWBMUFWUEHLJPZ-PKCACUDHSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₅H₂₆O₄
• Molecular Weight: 270.36 g/mol
• Exact Mass: 270.18310931 g/mol
• Topological Polar Surface Area (TPSA): 69.90 Ų
• XlogP: 1.20
• Atomic LogP (AlogP): 1.42
• H-Bond Acceptor: 4
• H-Bond Donor: 3
• Rotatable Bonds: 1

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9458	94.58%
Caco-2	+	0.5935	59.35%
Blood Brain Barrier	-	0.6250	62.50%
Human oral bioavailability	+	0.6286	62.86%
Subcellular localzation	Mitochondria	0.5914	59.14%
OATP2B1 inhibitior	-	0.8523	85.23%
OATP1B1 inhibitior	+	0.9407	94.07%
OATP1B3 inhibitior	+	0.9030	90.30%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.7571	75.71%
BSEP inhibitior	-	0.9120	91.20%
P-glycoprotein inhibitior	-	0.9405	94.05%
P-glycoprotein substrate	-	0.8649	86.49%
CYP3A4 substrate	+	0.5783	57.83%
CYP2C9 substrate	-	0.6068	60.68%
CYP2D6 substrate	-	0.8022	80.22%
CYP3A4 inhibition	-	0.8218	82.18%
CYP2C9 inhibition	-	0.8323	83.23%
CYP2C19 inhibition	-	0.7162	71.62%
CYP2D6 inhibition	-	0.9627	96.27%
CYP1A2 inhibition	-	0.7034	70.34%
CYP2C8 inhibition	-	0.8406	84.06%
CYP inhibitory promiscuity	-	0.9727	97.27%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.9000	90.00%
Carcinogenicity (trinary)	Non-required	0.5914	59.14%
Eye corrosion	-	0.9901	99.01%
Eye irritation	-	0.8495	84.95%
Skin irritation	-	0.5322	53.22%
Skin corrosion	-	0.8906	89.06%
Ames mutagenesis	-	0.5872	58.72%
Human Ether-a-go-go-Related Gene inhibition	-	0.6457	64.57%
Micronuclear	-	0.8900	89.00%
Hepatotoxicity	-	0.5984	59.84%
skin sensitisation	-	0.8356	83.56%
Respiratory toxicity	+	0.5222	52.22%
Reproductive toxicity	+	0.7667	76.67%
Mitochondrial toxicity	+	0.9000	90.00%
Nephrotoxicity	+	0.4514	45.14%
Acute Oral Toxicity (c)	III	0.3502	35.02%
Estrogen receptor binding	+	0.5688	56.88%
Androgen receptor binding	+	0.5836	58.36%
Thyroid receptor binding	+	0.6540	65.40%
Glucocorticoid receptor binding	+	0.6020	60.20%
Aromatase binding	-	0.6289	62.89%
PPAR gamma	-	0.6141	61.41%
Honey bee toxicity	-	0.8208	82.08%
Biodegradation	-	0.7500	75.00%
Crustacea aquatic toxicity	-	0.6500	65.00%
Fish aquatic toxicity	+	0.9656	96.56%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	92.12%	91.11%
CHEMBL218	P21554	Cannabinoid CB1 receptor	88.61%	96.61%
CHEMBL4444	P04070	Vitamin K-dependent protein C	86.88%	93.89%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	86.66%	97.14%
CHEMBL4072	P07858	Cathepsin B	86.22%	93.67%
CHEMBL253	P34972	Cannabinoid CB2 receptor	85.94%	97.25%
CHEMBL3130	O00329	PI3-kinase p110-delta subunit	85.81%	96.47%
CHEMBL2581	P07339	Cathepsin D	85.51%	98.95%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	84.63%	96.09%
CHEMBL226	P30542	Adenosine A1 receptor	84.39%	95.93%
CHEMBL221	P23219	Cyclooxygenase-1	83.58%	90.17%
CHEMBL1994	P08235	Mineralocorticoid receptor	83.33%	100.00%
CHEMBL3359	P21462	Formyl peptide receptor 1	83.03%	93.56%
CHEMBL3137262	O60341	LSD1/CoREST complex	80.22%	97.09%

Plants that contains it

• Acorus calamus
• Salvia dianthera

Cross-Links

• PubChem: 101318104
• LOTUS: LTS0032791
• wikiData: Q104971138