(1S,3S,3aS,4R,5S,8S,8aS)-3,8-dimethyl-5-propan-2-yl-1,2,3,3a,4,5,6,7,8,8a-decahydroazulene-1,4-diol

Details

• Internal ID: 356ef8c0-e14e-44ab-b117-6216fd4ee7ea
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Sesquiterpenoids > Guaianes
• IUPAC Name: (1S,3S,3aS,4R,5S,8S,8aS)-3,8-dimethyl-5-propan-2-yl-1,2,3,3a,4,5,6,7,8,8a-decahydroazulene-1,4-diol
• SMILES (Canonical): CC1CCC(C(C2C1C(CC2C)O)O)C(C)C
• SMILES (Isomeric): C[C@H]1CC[C@H]([C@H]([C@@H]2[C@H]1[C@H](C[C@@H]2C)O)O)C(C)C
• InChI: InChI=1S/C15H28O2/c1-8(2)11-6-5-9(3)13-12(16)7-10(4)14(13)15(11)17/h8-17H,5-7H2,1-4H3/t9-,10-,11-,12-,13+,14-,15+/m0/s1
• InChI Key: BUEONAAYGVOTFR-FICWEOCZSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₅H₂₈O₂
• Molecular Weight: 240.38 g/mol
• Exact Mass: 240.208930132 g/mol
• Topological Polar Surface Area (TPSA): 40.50 Ų
• XlogP: 3.50
• Atomic LogP (AlogP): 2.68
• H-Bond Acceptor: 2
• 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	+	0.9946	99.46%
Caco-2	+	0.5832	58.32%
Blood Brain Barrier	+	0.6250	62.50%
Human oral bioavailability	-	0.6286	62.86%
Subcellular localzation	Lysosomes	0.4779	47.79%
OATP2B1 inhibitior	-	0.8461	84.61%
OATP1B1 inhibitior	+	0.9472	94.72%
OATP1B3 inhibitior	+	0.9527	95.27%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.8750	87.50%
BSEP inhibitior	-	0.9444	94.44%
P-glycoprotein inhibitior	-	0.9318	93.18%
P-glycoprotein substrate	-	0.7686	76.86%
CYP3A4 substrate	-	0.5377	53.77%
CYP2C9 substrate	-	0.6248	62.48%
CYP2D6 substrate	+	0.3852	38.52%
CYP3A4 inhibition	-	0.9459	94.59%
CYP2C9 inhibition	-	0.8669	86.69%
CYP2C19 inhibition	-	0.8901	89.01%
CYP2D6 inhibition	-	0.9512	95.12%
CYP1A2 inhibition	+	0.5939	59.39%
CYP2C8 inhibition	-	0.9598	95.98%
CYP inhibitory promiscuity	-	0.9433	94.33%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.8100	81.00%
Carcinogenicity (trinary)	Non-required	0.6764	67.64%
Eye corrosion	-	0.9305	93.05%
Eye irritation	-	0.7244	72.44%
Skin irritation	+	0.5696	56.96%
Skin corrosion	-	0.8229	82.29%
Ames mutagenesis	-	0.7570	75.70%
Human Ether-a-go-go-Related Gene inhibition	-	0.5932	59.32%
Micronuclear	-	0.9500	95.00%
Hepatotoxicity	+	0.6573	65.73%
skin sensitisation	+	0.5607	56.07%
Respiratory toxicity	-	0.5556	55.56%
Reproductive toxicity	+	0.8000	80.00%
Mitochondrial toxicity	+	0.7125	71.25%
Nephrotoxicity	-	0.6418	64.18%
Acute Oral Toxicity (c)	III	0.6911	69.11%
Estrogen receptor binding	-	0.7872	78.72%
Androgen receptor binding	-	0.6417	64.17%
Thyroid receptor binding	-	0.5267	52.67%
Glucocorticoid receptor binding	-	0.7771	77.71%
Aromatase binding	-	0.7795	77.95%
PPAR gamma	-	0.9047	90.47%
Honey bee toxicity	-	0.9045	90.45%
Biodegradation	-	0.6250	62.50%
Crustacea aquatic toxicity	-	0.5900	59.00%
Fish aquatic toxicity	+	0.6999	69.99%

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	93.55%	96.09%
CHEMBL226	P30542	Adenosine A1 receptor	92.00%	95.93%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	91.83%	85.14%
CHEMBL253	P34972	Cannabinoid CB2 receptor	91.13%	97.25%
CHEMBL6136	O60341	Lysine-specific histone demethylase 1	88.37%	95.58%
CHEMBL2581	P07339	Cathepsin D	87.59%	98.95%
CHEMBL3137262	O60341	LSD1/CoREST complex	86.79%	97.09%
CHEMBL3130	O00329	PI3-kinase p110-delta subunit	86.34%	96.47%
CHEMBL3267	P48736	PI3-kinase p110-gamma subunit	85.88%	95.71%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	82.50%	96.77%
CHEMBL3359	P21462	Formyl peptide receptor 1	81.97%	93.56%
CHEMBL4481	P35228	Nitric oxide synthase, inducible	81.31%	94.80%
CHEMBL1907594	P30926	Neuronal acetylcholine receptor; alpha3/beta4	80.21%	97.23%

Plants that contains it

• Hypericum beanii

Cross-Links

• PubChem: 162962785
• LOTUS: LTS0144360
• wikiData: Q104946053