2-[(8R,8aS)-3,8-dimethyl-1,2,6,7,8,8a-hexahydroazulen-5-yl]propan-2-ol

Details

• Internal ID: 74b77450-7582-48fd-9af8-8afbc2027007
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Sesquiterpenoids > Guaianes
• IUPAC Name: 2-[(8R,8aS)-3,8-dimethyl-1,2,6,7,8,8a-hexahydroazulen-5-yl]propan-2-ol
• SMILES (Canonical): CC1CCC(=CC2=C(CCC12)C)C(C)(C)O
• SMILES (Isomeric): C[C@@H]1CCC(=CC2=C(CC[C@@H]12)C)C(C)(C)O
• InChI: InChI=1S/C15H24O/c1-10-5-7-12(15(3,4)16)9-14-11(2)6-8-13(10)14/h9-10,13,16H,5-8H2,1-4H3/t10-,13+/m1/s1
• InChI Key: CIUNGYCNQVTWPX-MFKMUULPSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₅H₂₄O
• Molecular Weight: 220.35 g/mol
• Exact Mass: 220.182715385 g/mol
• Topological Polar Surface Area (TPSA): 20.20 Ų
• XlogP: 2.60
• Atomic LogP (AlogP): 3.84
• H-Bond Acceptor: 1
• 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	+	0.9936	99.36%
Caco-2	+	0.9073	90.73%
Blood Brain Barrier	+	0.7750	77.50%
Human oral bioavailability	+	0.5857	58.57%
Subcellular localzation	Lysosomes	0.5565	55.65%
OATP2B1 inhibitior	-	0.8467	84.67%
OATP1B1 inhibitior	+	0.9454	94.54%
OATP1B3 inhibitior	+	0.9271	92.71%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	0.7250	72.50%
BSEP inhibitior	-	0.9340	93.40%
P-glycoprotein inhibitior	-	0.9171	91.71%
P-glycoprotein substrate	-	0.8211	82.11%
CYP3A4 substrate	+	0.5164	51.64%
CYP2C9 substrate	-	0.5858	58.58%
CYP2D6 substrate	-	0.7631	76.31%
CYP3A4 inhibition	-	0.9156	91.56%
CYP2C9 inhibition	+	0.5515	55.15%
CYP2C19 inhibition	-	0.5347	53.47%
CYP2D6 inhibition	-	0.9198	91.98%
CYP1A2 inhibition	-	0.6113	61.13%
CYP2C8 inhibition	-	0.7038	70.38%
CYP inhibitory promiscuity	-	0.7408	74.08%
UGT catelyzed	-	0.6000	60.00%
Carcinogenicity (binary)	-	0.7700	77.00%
Carcinogenicity (trinary)	Non-required	0.5590	55.90%
Eye corrosion	-	0.9485	94.85%
Eye irritation	+	0.7886	78.86%
Skin irritation	+	0.6008	60.08%
Skin corrosion	-	0.9593	95.93%
Ames mutagenesis	-	0.7178	71.78%
Human Ether-a-go-go-Related Gene inhibition	+	0.6906	69.06%
Micronuclear	-	0.9700	97.00%
Hepatotoxicity	+	0.8105	81.05%
skin sensitisation	+	0.7042	70.42%
Respiratory toxicity	+	0.5222	52.22%
Reproductive toxicity	-	0.6556	65.56%
Mitochondrial toxicity	+	0.6625	66.25%
Nephrotoxicity	-	0.8050	80.50%
Acute Oral Toxicity (c)	III	0.6568	65.68%
Estrogen receptor binding	-	0.8653	86.53%
Androgen receptor binding	+	0.6056	60.56%
Thyroid receptor binding	+	0.5243	52.43%
Glucocorticoid receptor binding	-	0.6896	68.96%
Aromatase binding	-	0.8191	81.91%
PPAR gamma	-	0.7699	76.99%
Honey bee toxicity	-	0.9511	95.11%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	+	0.7400	74.00%
Fish aquatic toxicity	+	0.9825	98.25%

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	96.08%	97.25%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	88.32%	96.09%
CHEMBL1951	P21397	Monoamine oxidase A	87.99%	91.49%
CHEMBL2581	P07339	Cathepsin D	84.08%	98.95%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	82.85%	95.56%
CHEMBL5409	Q8TDU6	G-protein coupled bile acid receptor 1	82.76%	93.65%
CHEMBL1994	P08235	Mineralocorticoid receptor	82.03%	100.00%
CHEMBL2335	P42785	Lysosomal Pro-X carboxypeptidase	80.88%	100.00%
CHEMBL3137262	O60341	LSD1/CoREST complex	80.30%	97.09%

Plants that contains it

• Lettowianthus stellatus

Cross-Links

• PubChem: 51041637
• LOTUS: LTS0275077
• wikiData: Q104960403