(-)-Amijiol

Details

• Internal ID: e0cf2133-748c-425b-a159-11b2de3ddf3e
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Diterpenoids
• IUPAC Name: (5aR,6R,9aS,10aR)-5a,10a-dimethyl-9-methylidene-3-propan-2-yl-1,2,4,5,6,7,8,10-octahydrobenzo[f]azulene-6,9a-diol
• InChI: InChI=1S/C20H32O2/c1-13(2)15-8-10-18(4)12-20(22)14(3)6-7-17(21)19(20,5)11-9-16(15)18/h13,17,21-22H,3,6-12H2,1-2,4-5H3/t17-,18-,19-,20+/m1/s1
• InChI Key: ZHDYUIWBYAYXJQ-WTGUMLROSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₀H₃₂O₂
• Molecular Weight: 304.50 g/mol
• Exact Mass: 304.240230259 g/mol
• Topological Polar Surface Area (TPSA): 40.50 Ų
• XlogP: 3.10
• Atomic LogP (AlogP): 4.37
• H-Bond Acceptor: 2
• H-Bond Donor: 2
• Rotatable Bonds: 1

Synonyms

• (-)-1(15),8-dolastadiene-4beta,14beta-diol
• CHEBI:193274
• LMPR0104250001
• (5aR,6R,9aS,10aR)-3-isopropyl-5a,10a-dimethyl-9-methylene-1,2,4,5,6,7,8,10-octahydrobenzo[f]azulene-6,9a-diol
• (5aR,6R,9aS,10aR)-5a,10a-dimethyl-9-methylidene-3-propan-2-yl-1,2,4,5,6,7,8,10-octahydrobenzo[]azulene-6,9a-diol

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9929	99.29%
Caco-2	+	0.7150	71.50%
Blood Brain Barrier	-	0.5250	52.50%
Human oral bioavailability	-	0.5714	57.14%
Subcellular localzation	Lysosomes	0.5849	58.49%
OATP2B1 inhibitior	-	0.8566	85.66%
OATP1B1 inhibitior	+	0.9114	91.14%
OATP1B3 inhibitior	+	0.8886	88.86%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	0.7500	75.00%
BSEP inhibitior	-	0.5806	58.06%
P-glycoprotein inhibitior	-	0.8784	87.84%
P-glycoprotein substrate	-	0.8406	84.06%
CYP3A4 substrate	+	0.5854	58.54%
CYP2C9 substrate	-	0.5811	58.11%
CYP2D6 substrate	-	0.7340	73.40%
CYP3A4 inhibition	-	0.9120	91.20%
CYP2C9 inhibition	-	0.7315	73.15%
CYP2C19 inhibition	-	0.7192	71.92%
CYP2D6 inhibition	-	0.9301	93.01%
CYP1A2 inhibition	-	0.6871	68.71%
CYP2C8 inhibition	-	0.8311	83.11%
CYP inhibitory promiscuity	-	0.7641	76.41%
UGT catelyzed	+	0.9000	90.00%
Carcinogenicity (binary)	-	0.8900	89.00%
Carcinogenicity (trinary)	Non-required	0.5649	56.49%
Eye corrosion	-	0.9830	98.30%
Eye irritation	-	0.5700	57.00%
Skin irritation	+	0.5533	55.33%
Skin corrosion	-	0.9352	93.52%
Ames mutagenesis	-	0.7800	78.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.6140	61.40%
Micronuclear	-	0.9900	99.00%
Hepatotoxicity	+	0.5794	57.94%
skin sensitisation	-	0.5957	59.57%
Respiratory toxicity	-	0.5111	51.11%
Reproductive toxicity	+	0.8333	83.33%
Mitochondrial toxicity	+	0.9375	93.75%
Nephrotoxicity	-	0.6108	61.08%
Acute Oral Toxicity (c)	I	0.5499	54.99%
Estrogen receptor binding	+	0.5607	56.07%
Androgen receptor binding	+	0.7046	70.46%
Thyroid receptor binding	+	0.6766	67.66%
Glucocorticoid receptor binding	+	0.7431	74.31%
Aromatase binding	+	0.6282	62.82%
PPAR gamma	-	0.6094	60.94%
Honey bee toxicity	-	0.8371	83.71%
Biodegradation	-	0.7500	75.00%
Crustacea aquatic toxicity	-	0.6400	64.00%
Fish aquatic toxicity	+	0.9831	98.31%

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	94.44%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	93.39%	91.11%
CHEMBL2581	P07339	Cathepsin D	92.16%	98.95%
CHEMBL221	P23219	Cyclooxygenase-1	88.25%	90.17%
CHEMBL1937	Q92769	Histone deacetylase 2	87.65%	94.75%
CHEMBL1994	P08235	Mineralocorticoid receptor	87.10%	100.00%
CHEMBL3137262	O60341	LSD1/CoREST complex	87.05%	97.09%
CHEMBL5608	Q16288	NT-3 growth factor receptor	84.27%	95.89%
CHEMBL253	P34972	Cannabinoid CB2 receptor	82.96%	97.25%
CHEMBL3359	P21462	Formyl peptide receptor 1	81.95%	93.56%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 14890520
• LOTUS: LTS0269577
• wikiData: Q76506437