(3aS,5R,5aS,7R,8S,9R,9aS,9bR)-5,8-dimethyl-1-methylidene-5,5a,6,7,9,9a-hexahydro-4H-benzo[e][1]benzofuran-3a,7,8,9,9b-pentol

Details

• Internal ID: d258f476-ac3b-4a04-9e4d-53771792ec3b
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Sesquiterpenoids
• IUPAC Name: (3aS,5R,5aS,7R,8S,9R,9aS,9bR)-5,8-dimethyl-1-methylidene-5,5a,6,7,9,9a-hexahydro-4H-benzo[e][1]benzofuran-3a,7,8,9,9b-pentol
• InChI: InChI=1S/C15H24O6/c1-7-5-14(19)15(20,8(2)6-21-14)11-9(7)4-10(16)13(3,18)12(11)17/h7,9-12,16-20H,2,4-6H2,1,3H3/t7-,9+,10-,11+,12-,13+,14+,15+/m1/s1
• InChI Key: MAJSRJMNSSVXFN-IEOPTKAOSA-N
• Popularity: 3 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₅H₂₄O₆
• Molecular Weight: 300.35 g/mol
• Exact Mass: 300.15728848 g/mol
• Topological Polar Surface Area (TPSA): 110.00 Ų
• XlogP: -1.70
• Atomic LogP (AlogP): -0.86
• H-Bond Acceptor: 6
• H-Bond Donor: 5
• Rotatable Bonds: 0

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9412	94.12%
Caco-2	-	0.6249	62.49%
Blood Brain Barrier	-	0.5250	52.50%
Human oral bioavailability	-	0.6714	67.14%
Subcellular localzation	Mitochondria	0.5770	57.70%
OATP2B1 inhibitior	-	0.8549	85.49%
OATP1B1 inhibitior	+	0.9091	90.91%
OATP1B3 inhibitior	+	0.9579	95.79%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	0.9500	95.00%
BSEP inhibitior	-	0.9533	95.33%
P-glycoprotein inhibitior	-	0.9257	92.57%
P-glycoprotein substrate	-	0.7269	72.69%
CYP3A4 substrate	+	0.6109	61.09%
CYP2C9 substrate	-	0.5951	59.51%
CYP2D6 substrate	-	0.8175	81.75%
CYP3A4 inhibition	-	0.9103	91.03%
CYP2C9 inhibition	-	0.8819	88.19%
CYP2C19 inhibition	-	0.8468	84.68%
CYP2D6 inhibition	-	0.9089	90.89%
CYP1A2 inhibition	-	0.8473	84.73%
CYP2C8 inhibition	-	0.7869	78.69%
CYP inhibitory promiscuity	-	0.8956	89.56%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.5812	58.12%
Eye corrosion	-	0.9885	98.85%
Eye irritation	-	0.9334	93.34%
Skin irritation	-	0.6020	60.20%
Skin corrosion	-	0.9309	93.09%
Ames mutagenesis	-	0.5000	50.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.6661	66.61%
Micronuclear	-	0.6800	68.00%
Hepatotoxicity	+	0.6751	67.51%
skin sensitisation	-	0.8361	83.61%
Respiratory toxicity	+	0.5333	53.33%
Reproductive toxicity	+	0.8222	82.22%
Mitochondrial toxicity	+	0.7375	73.75%
Nephrotoxicity	+	0.6802	68.02%
Acute Oral Toxicity (c)	I	0.3693	36.93%
Estrogen receptor binding	-	0.5000	50.00%
Androgen receptor binding	+	0.6773	67.73%
Thyroid receptor binding	+	0.6477	64.77%
Glucocorticoid receptor binding	+	0.6651	66.51%
Aromatase binding	+	0.5263	52.63%
PPAR gamma	-	0.5339	53.39%
Honey bee toxicity	-	0.8044	80.44%
Biodegradation	-	0.7500	75.00%
Crustacea aquatic toxicity	+	0.5800	58.00%
Fish aquatic toxicity	+	0.9915	99.15%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	92.65%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	91.96%	96.09%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	89.86%	85.14%
CHEMBL1994	P08235	Mineralocorticoid receptor	88.86%	100.00%
CHEMBL3137262	O60341	LSD1/CoREST complex	84.87%	97.09%
CHEMBL1293249	Q13887	Kruppel-like factor 5	84.25%	86.33%
CHEMBL1951	P21397	Monoamine oxidase A	83.28%	91.49%
CHEMBL4803	P29474	Nitric-oxide synthase, endothelial	81.87%	86.00%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	81.44%	94.45%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 162977192
• LOTUS: LTS0247347
• wikiData: Q105160386