(3aalpha,8abeta)-Decahydro-1alpha,4-dimethyl-7beta-(1-methylvinyl)azulene-4beta-ol

Details

• Internal ID: d1ebd0ce-695c-4bf4-9321-392c4c8aedb0
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Sesquiterpenoids > Guaianes
• IUPAC Name: (1R,3aR,4S,7R,8aR)-1,4-dimethyl-7-prop-1-en-2-yl-2,3,3a,5,6,7,8,8a-octahydro-1H-azulen-4-ol
• SMILES (Canonical): CC1CCC2C1CC(CCC2(C)O)C(=C)C
• SMILES (Isomeric): C[C@@H]1CC[C@@H]2[C@@H]1C[C@@H](CC[C@]2(C)O)C(=C)C
• InChI: InChI=1S/C15H26O/c1-10(2)12-7-8-15(4,16)14-6-5-11(3)13(14)9-12/h11-14,16H,1,5-9H2,2-4H3/t11-,12-,13-,14-,15+/m1/s1
• InChI Key: VYOZKWKETGHHDW-RYPNDVFKSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₅H₂₆O
• Molecular Weight: 222.37 g/mol
• Exact Mass: 222.198365449 g/mol
• Topological Polar Surface Area (TPSA): 20.20 Ų
• XlogP: 4.30
• Atomic LogP (AlogP): 3.78
• 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	+	0.9945	99.45%
Caco-2	+	0.7722	77.22%
Blood Brain Barrier	+	0.6250	62.50%
Human oral bioavailability	-	0.5286	52.86%
Subcellular localzation	Lysosomes	0.7236	72.36%
OATP2B1 inhibitior	-	0.8443	84.43%
OATP1B1 inhibitior	+	0.9467	94.67%
OATP1B3 inhibitior	+	0.8818	88.18%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.7250	72.50%
BSEP inhibitior	-	0.8769	87.69%
P-glycoprotein inhibitior	-	0.9427	94.27%
P-glycoprotein substrate	-	0.7458	74.58%
CYP3A4 substrate	+	0.6118	61.18%
CYP2C9 substrate	-	0.5471	54.71%
CYP2D6 substrate	-	0.7267	72.67%
CYP3A4 inhibition	-	0.8619	86.19%
CYP2C9 inhibition	-	0.6420	64.20%
CYP2C19 inhibition	-	0.6860	68.60%
CYP2D6 inhibition	-	0.9386	93.86%
CYP1A2 inhibition	-	0.5925	59.25%
CYP2C8 inhibition	-	0.7891	78.91%
CYP inhibitory promiscuity	-	0.9121	91.21%
UGT catelyzed	+	0.9000	90.00%
Carcinogenicity (binary)	-	0.8600	86.00%
Carcinogenicity (trinary)	Non-required	0.5611	56.11%
Eye corrosion	-	0.9644	96.44%
Eye irritation	+	0.6345	63.45%
Skin irritation	+	0.6706	67.06%
Skin corrosion	-	0.9412	94.12%
Ames mutagenesis	-	0.7400	74.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5112	51.12%
Micronuclear	-	0.9800	98.00%
Hepatotoxicity	+	0.6448	64.48%
skin sensitisation	+	0.5695	56.95%
Respiratory toxicity	-	0.5333	53.33%
Reproductive toxicity	+	0.6556	65.56%
Mitochondrial toxicity	+	0.7125	71.25%
Nephrotoxicity	-	0.6612	66.12%
Acute Oral Toxicity (c)	III	0.7796	77.96%
Estrogen receptor binding	-	0.5688	56.88%
Androgen receptor binding	-	0.5085	50.85%
Thyroid receptor binding	-	0.5416	54.16%
Glucocorticoid receptor binding	-	0.4743	47.43%
Aromatase binding	-	0.7183	71.83%
PPAR gamma	-	0.7520	75.20%
Honey bee toxicity	-	0.7172	71.72%
Biodegradation	+	0.5250	52.50%
Crustacea aquatic toxicity	+	0.5500	55.00%
Fish aquatic toxicity	+	0.9518	95.18%

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	97.93%	97.25%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	94.30%	96.09%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	93.48%	85.14%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	93.40%	91.11%
CHEMBL206	P03372	Estrogen receptor alpha	90.62%	97.64%
CHEMBL4040	P28482	MAP kinase ERK2	88.71%	83.82%
CHEMBL1994	P08235	Mineralocorticoid receptor	88.38%	100.00%
CHEMBL241	Q14432	Phosphodiesterase 3A	86.35%	92.94%
CHEMBL3137262	O60341	LSD1/CoREST complex	85.96%	97.09%
CHEMBL233	P35372	Mu opioid receptor	81.94%	97.93%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	81.10%	82.69%
CHEMBL340	P08684	Cytochrome P450 3A4	80.32%	91.19%
CHEMBL2955	O95136	Sphingosine 1-phosphate receptor Edg-5	80.14%	92.86%

Plants that contains it

• Podocarpus macrophyllus
• Pogostemon cablin

Cross-Links

• PubChem: 11241546
• NPASS: NPC121152