(1R,3aR,7R,8aR)-1-methyl-4-methylidene-7-[(2R)-2-methyloxiran-2-yl]-2,3,3a,5,6,7,8,8a-octahydroazulen-1-ol

Details

• Internal ID: b6a5ddcb-208c-4b4a-8ed7-65b2783b64df
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Sesquiterpenoids > Guaianes
• IUPAC Name: (1R,3aR,7R,8aR)-1-methyl-4-methylidene-7-[(2R)-2-methyloxiran-2-yl]-2,3,3a,5,6,7,8,8a-octahydroazulen-1-ol
• SMILES (Canonical): CC1(CCC2C1CC(CCC2=C)C3(CO3)C)O
• SMILES (Isomeric): C[C@]1(CC[C@@H]2[C@H]1C[C@@H](CCC2=C)[C@@]3(CO3)C)O
• InChI: InChI=1S/C15H24O2/c1-10-4-5-11(15(3)9-17-15)8-13-12(10)6-7-14(13,2)16/h11-13,16H,1,4-9H2,2-3H3/t11-,12+,13-,14-,15+/m1/s1
• InChI Key: YQIVMYYECOHBEE-KHMAMNHCSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₅H₂₄O₂
• Molecular Weight: 236.35 g/mol
• Exact Mass: 236.177630004 g/mol
• Topological Polar Surface Area (TPSA): 32.80 Ų
• XlogP: 1.90
• Atomic LogP (AlogP): 2.91
• H-Bond Acceptor: 2
• H-Bond Donor: 1
• Rotatable Bonds: 1

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9943	99.43%
Caco-2	+	0.7778	77.78%
Blood Brain Barrier	+	0.6750	67.50%
Human oral bioavailability	-	0.5286	52.86%
Subcellular localzation	Lysosomes	0.5235	52.35%
OATP2B1 inhibitior	-	0.8483	84.83%
OATP1B1 inhibitior	+	0.8759	87.59%
OATP1B3 inhibitior	+	0.9555	95.55%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.6250	62.50%
BSEP inhibitior	-	0.8339	83.39%
P-glycoprotein inhibitior	-	0.9214	92.14%
P-glycoprotein substrate	-	0.8365	83.65%
CYP3A4 substrate	+	0.6234	62.34%
CYP2C9 substrate	-	0.7659	76.59%
CYP2D6 substrate	-	0.7495	74.95%
CYP3A4 inhibition	-	0.8595	85.95%
CYP2C9 inhibition	-	0.6479	64.79%
CYP2C19 inhibition	-	0.6067	60.67%
CYP2D6 inhibition	-	0.9151	91.51%
CYP1A2 inhibition	-	0.5272	52.72%
CYP2C8 inhibition	+	0.4464	44.64%
CYP inhibitory promiscuity	-	0.9031	90.31%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.8800	88.00%
Carcinogenicity (trinary)	Non-required	0.5820	58.20%
Eye corrosion	-	0.9683	96.83%
Eye irritation	-	0.6332	63.32%
Skin irritation	-	0.6485	64.85%
Skin corrosion	-	0.9396	93.96%
Ames mutagenesis	-	0.8354	83.54%
Human Ether-a-go-go-Related Gene inhibition	-	0.6098	60.98%
Micronuclear	-	0.7900	79.00%
Hepatotoxicity	+	0.6380	63.80%
skin sensitisation	-	0.6534	65.34%
Respiratory toxicity	+	0.5556	55.56%
Reproductive toxicity	+	0.7789	77.89%
Mitochondrial toxicity	+	0.6625	66.25%
Nephrotoxicity	+	0.5863	58.63%
Acute Oral Toxicity (c)	III	0.5865	58.65%
Estrogen receptor binding	+	0.6705	67.05%
Androgen receptor binding	+	0.5245	52.45%
Thyroid receptor binding	-	0.4897	48.97%
Glucocorticoid receptor binding	+	0.7914	79.14%
Aromatase binding	-	0.5530	55.30%
PPAR gamma	-	0.7797	77.97%
Honey bee toxicity	-	0.8484	84.84%
Biodegradation	-	0.7250	72.50%
Crustacea aquatic toxicity	+	0.5900	59.00%
Fish aquatic toxicity	+	0.8994	89.94%

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	96.99%	97.25%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	95.98%	91.11%
CHEMBL3137262	O60341	LSD1/CoREST complex	92.10%	97.09%
CHEMBL1994	P08235	Mineralocorticoid receptor	90.32%	100.00%
CHEMBL4681	P42330	Aldo-keto-reductase family 1 member C3	88.47%	89.05%
CHEMBL259	P32245	Melanocortin receptor 4	88.22%	95.38%
CHEMBL241	Q14432	Phosphodiesterase 3A	87.92%	92.94%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	87.64%	96.09%
CHEMBL226	P30542	Adenosine A1 receptor	87.52%	95.93%
CHEMBL2996	Q05655	Protein kinase C delta	84.08%	97.79%
CHEMBL242	Q92731	Estrogen receptor beta	81.18%	98.35%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	80.26%	82.69%

Plants that contains it

• Pleocarphus revolutus

Cross-Links

• PubChem: 163106767
• LOTUS: LTS0137246
• wikiData: Q105352234