(1R,3R,3aS,4S,8aR)-6,8a-dimethyl-3-propan-2-yl-1,2,3a,4,5,8-hexahydroazulene-1,3,4-triol

Details

• Internal ID: dbd05d31-7f90-45d2-9f94-9d2876cd1f5a
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Sesquiterpenoids
• IUPAC Name: (1R,3R,3aS,4S,8aR)-6,8a-dimethyl-3-propan-2-yl-1,2,3a,4,5,8-hexahydroazulene-1,3,4-triol
• SMILES (Canonical): CC1=CCC2(C(CC(C2C(C1)O)(C(C)C)O)O)C
• SMILES (Isomeric): CC1=CC[C@]2([C@@H](C[C@]([C@@H]2[C@H](C1)O)(C(C)C)O)O)C
• InChI: InChI=1S/C15H26O3/c1-9(2)15(18)8-12(17)14(4)6-5-10(3)7-11(16)13(14)15/h5,9,11-13,16-18H,6-8H2,1-4H3/t11-,12+,13+,14-,15+/m0/s1
• InChI Key: OCCLLDUHOVGUFR-VYDRJRHOSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₅H₂₆O₃
• Molecular Weight: 254.36 g/mol
• Exact Mass: 254.18819469 g/mol
• Topological Polar Surface Area (TPSA): 60.70 Ų
• XlogP: 1.60
• Atomic LogP (AlogP): 1.86
• H-Bond Acceptor: 3
• H-Bond Donor: 3
• Rotatable Bonds: 1

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9915	99.15%
Caco-2	+	0.6030	60.30%
Blood Brain Barrier	+	0.5500	55.00%
Human oral bioavailability	-	0.5143	51.43%
Subcellular localzation	Lysosomes	0.5302	53.02%
OATP2B1 inhibitior	-	0.8506	85.06%
OATP1B1 inhibitior	+	0.9380	93.80%
OATP1B3 inhibitior	+	0.9442	94.42%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	0.8500	85.00%
BSEP inhibitior	-	0.7989	79.89%
P-glycoprotein inhibitior	-	0.9184	91.84%
P-glycoprotein substrate	-	0.7563	75.63%
CYP3A4 substrate	+	0.5000	50.00%
CYP2C9 substrate	-	0.5811	58.11%
CYP2D6 substrate	-	0.7340	73.40%
CYP3A4 inhibition	-	0.8199	81.99%
CYP2C9 inhibition	-	0.7113	71.13%
CYP2C19 inhibition	-	0.7305	73.05%
CYP2D6 inhibition	-	0.9418	94.18%
CYP1A2 inhibition	-	0.7447	74.47%
CYP2C8 inhibition	-	0.9293	92.93%
CYP inhibitory promiscuity	-	0.8055	80.55%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.8800	88.00%
Carcinogenicity (trinary)	Non-required	0.5309	53.09%
Eye corrosion	-	0.9845	98.45%
Eye irritation	-	0.8347	83.47%
Skin irritation	+	0.4950	49.50%
Skin corrosion	-	0.9255	92.55%
Ames mutagenesis	-	0.6700	67.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5399	53.99%
Micronuclear	-	0.8800	88.00%
Hepatotoxicity	+	0.6000	60.00%
skin sensitisation	-	0.6095	60.95%
Respiratory toxicity	+	0.6111	61.11%
Reproductive toxicity	+	0.8000	80.00%
Mitochondrial toxicity	+	0.8250	82.50%
Nephrotoxicity	-	0.6111	61.11%
Acute Oral Toxicity (c)	I	0.4011	40.11%
Estrogen receptor binding	-	0.5752	57.52%
Androgen receptor binding	-	0.5724	57.24%
Thyroid receptor binding	-	0.5260	52.60%
Glucocorticoid receptor binding	-	0.6505	65.05%
Aromatase binding	-	0.6427	64.27%
PPAR gamma	-	0.6528	65.28%
Honey bee toxicity	-	0.9353	93.53%
Biodegradation	-	0.6500	65.00%
Crustacea aquatic toxicity	-	0.5900	59.00%
Fish aquatic toxicity	+	0.9712	97.12%

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	95.33%	96.09%
CHEMBL253	P34972	Cannabinoid CB2 receptor	93.42%	97.25%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	91.48%	91.11%
CHEMBL2581	P07339	Cathepsin D	89.37%	98.95%
CHEMBL2996	Q05655	Protein kinase C delta	87.96%	97.79%
CHEMBL221	P23219	Cyclooxygenase-1	87.63%	90.17%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	87.24%	94.45%
CHEMBL3359	P21462	Formyl peptide receptor 1	86.68%	93.56%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	84.53%	95.56%
CHEMBL3137262	O60341	LSD1/CoREST complex	84.16%	97.09%
CHEMBL5608	Q16288	NT-3 growth factor receptor	83.85%	95.89%
CHEMBL1994	P08235	Mineralocorticoid receptor	83.27%	100.00%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	82.50%	85.14%
CHEMBL4803	P29474	Nitric-oxide synthase, endothelial	80.97%	86.00%

Plants that contains it

• Ferula akitschkensis

Cross-Links

• PubChem: 101821176
• LOTUS: LTS0063244
• wikiData: Q105189296