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

Details

• Internal ID: cc75f38b-3c97-4932-95bb-3a692ed8026e
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Sesquiterpenoids > Guaianes
• IUPAC Name: (1R,3aR,7R,8aR)-7-(2-hydroxypropan-2-yl)-1-methyl-4-methylidene-2,3,3a,5,6,7,8,8a-octahydroazulen-1-ol
• SMILES (Canonical): CC1(CCC2C1CC(CCC2=C)C(C)(C)O)O
• SMILES (Isomeric): C[C@]1(CC[C@@H]2[C@H]1C[C@@H](CCC2=C)C(C)(C)O)O
• InChI: InChI=1S/C15H26O2/c1-10-5-6-11(14(2,3)16)9-13-12(10)7-8-15(13,4)17/h11-13,16-17H,1,5-9H2,2-4H3/t11-,12+,13-,15-/m1/s1
• InChI Key: BOHKTRDVMITGRB-QVHKTLOISA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₁₅H₂₆O₂
• Molecular Weight: 238.37 g/mol
• Exact Mass: 238.193280068 g/mol
• Topological Polar Surface Area (TPSA): 40.50 Ų
• XlogP: 2.00
• Atomic LogP (AlogP): 2.89
• 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	+	0.7167	71.67%
Blood Brain Barrier	+	0.5500	55.00%
Human oral bioavailability	+	0.5429	54.29%
Subcellular localzation	Lysosomes	0.5429	54.29%
OATP2B1 inhibitior	-	0.8479	84.79%
OATP1B1 inhibitior	+	0.8720	87.20%
OATP1B3 inhibitior	+	0.8958	89.58%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.7500	75.00%
BSEP inhibitior	-	0.9295	92.95%
P-glycoprotein inhibitior	-	0.9389	93.89%
P-glycoprotein substrate	-	0.8640	86.40%
CYP3A4 substrate	+	0.6184	61.84%
CYP2C9 substrate	-	0.5471	54.71%
CYP2D6 substrate	-	0.7267	72.67%
CYP3A4 inhibition	-	0.8718	87.18%
CYP2C9 inhibition	-	0.7521	75.21%
CYP2C19 inhibition	-	0.7274	72.74%
CYP2D6 inhibition	-	0.9343	93.43%
CYP1A2 inhibition	-	0.6154	61.54%
CYP2C8 inhibition	+	0.5252	52.52%
CYP inhibitory promiscuity	-	0.8589	85.89%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.8400	84.00%
Carcinogenicity (trinary)	Non-required	0.5948	59.48%
Eye corrosion	-	0.9718	97.18%
Eye irritation	-	0.5333	53.33%
Skin irritation	+	0.5603	56.03%
Skin corrosion	-	0.9521	95.21%
Ames mutagenesis	-	0.8500	85.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5071	50.71%
Micronuclear	-	0.9800	98.00%
Hepatotoxicity	+	0.7233	72.33%
skin sensitisation	+	0.5575	55.75%
Respiratory toxicity	+	0.5111	51.11%
Reproductive toxicity	+	0.7556	75.56%
Mitochondrial toxicity	+	0.8125	81.25%
Nephrotoxicity	-	0.6116	61.16%
Acute Oral Toxicity (c)	III	0.7111	71.11%
Estrogen receptor binding	+	0.5733	57.33%
Androgen receptor binding	-	0.6120	61.20%
Thyroid receptor binding	-	0.5731	57.31%
Glucocorticoid receptor binding	+	0.7563	75.63%
Aromatase binding	-	0.6440	64.40%
PPAR gamma	-	0.7677	76.77%
Honey bee toxicity	-	0.8850	88.50%
Biodegradation	-	0.6250	62.50%
Crustacea aquatic toxicity	+	0.6600	66.00%
Fish aquatic toxicity	+	0.9594	95.94%

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	99.44%	97.25%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	94.55%	91.11%
CHEMBL2996	Q05655	Protein kinase C delta	92.84%	97.79%
CHEMBL3137262	O60341	LSD1/CoREST complex	92.14%	97.09%
CHEMBL1994	P08235	Mineralocorticoid receptor	88.54%	100.00%
CHEMBL206	P03372	Estrogen receptor alpha	86.80%	97.64%
CHEMBL241	Q14432	Phosphodiesterase 3A	85.96%	92.94%
CHEMBL1871	P10275	Androgen Receptor	85.88%	96.43%
CHEMBL4681	P42330	Aldo-keto-reductase family 1 member C3	83.96%	89.05%
CHEMBL5608	Q16288	NT-3 growth factor receptor	83.02%	95.89%
CHEMBL226	P30542	Adenosine A1 receptor	81.99%	95.93%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	81.12%	97.14%
CHEMBL242	Q92731	Estrogen receptor beta	80.73%	98.35%
CHEMBL259	P32245	Melanocortin receptor 4	80.24%	95.38%

Plants that contains it

• Dysphania botrys

Cross-Links

• PubChem: 162923653
• LOTUS: LTS0203097
• wikiData: Q104939226