2alpha-Hydroxydrimeninol

Details

• Internal ID: 09181067-eb87-41df-9251-173aace47c64
• Taxonomy: Organoheterocyclic compounds > Naphthofurans
• IUPAC Name: (1R,5aS,8S,9aS,9bR)-6,6,9a-trimethyl-1,3,5,5a,7,8,9,9b-octahydrobenzo[g][2]benzofuran-1,8-diol
• SMILES (Canonical): CC1(CC(CC2(C1CC=C3C2C(OC3)O)C)O)C
• SMILES (Isomeric): C[C@]12C[C@H](CC([C@@H]1CC=C3[C@@H]2[C@@H](OC3)O)(C)C)O
• InChI: InChI=1S/C15H24O3/c1-14(2)6-10(16)7-15(3)11(14)5-4-9-8-18-13(17)12(9)15/h4,10-13,16-17H,5-8H2,1-3H3/t10-,11-,12+,13+,15-/m0/s1
• InChI Key: QRUGBSMYYIGCNB-WHPHWUKISA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₅H₂₄O₃
• Molecular Weight: 252.35 g/mol
• Exact Mass: 252.17254462 g/mol
• Topological Polar Surface Area (TPSA): 49.70 Ų
• XlogP: 1.60
• Atomic LogP (AlogP): 2.08
• H-Bond Acceptor: 3
• H-Bond Donor: 2
• Rotatable Bonds: 0

Synonyms

• (1R,5aS,8S,9aS,9bR)-6,6,9a-trimethyl-1,3,5,5a,7,8,9,9b-octahydrobenzo(g)(2)benzofuran-1,8-diol
• (1R,5aS,8S,9aS,9bR)-6,6,9a-trimethyl-1,3,5,5a,7,8,9,9b-octahydrobenzo[g][2]benzofuran-1,8-diol
• RefChem:90040
• CHEBI:207827
• (1R,5aS,8S,9aS,9bR)-6,6,9a-trimethyl-1,3,5,5a,7,8,9,9b-octahydrobenzo[g][2]benzouran-1,8-diol

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9959	99.59%
Caco-2	+	0.7717	77.17%
Blood Brain Barrier	-	0.5250	52.50%
Human oral bioavailability	+	0.5429	54.29%
Subcellular localzation	Mitochondria	0.7186	71.86%
OATP2B1 inhibitior	-	0.8532	85.32%
OATP1B1 inhibitior	+	0.9212	92.12%
OATP1B3 inhibitior	+	0.9628	96.28%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.8750	87.50%
BSEP inhibitior	-	0.9377	93.77%
P-glycoprotein inhibitior	-	0.9327	93.27%
P-glycoprotein substrate	-	0.8289	82.89%
CYP3A4 substrate	+	0.5543	55.43%
CYP2C9 substrate	-	0.6079	60.79%
CYP2D6 substrate	-	0.7812	78.12%
CYP3A4 inhibition	-	0.8161	81.61%
CYP2C9 inhibition	-	0.8356	83.56%
CYP2C19 inhibition	-	0.8145	81.45%
CYP2D6 inhibition	-	0.9070	90.70%
CYP1A2 inhibition	-	0.8430	84.30%
CYP2C8 inhibition	-	0.7729	77.29%
CYP inhibitory promiscuity	-	0.7472	74.72%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9400	94.00%
Carcinogenicity (trinary)	Non-required	0.5179	51.79%
Eye corrosion	-	0.9876	98.76%
Eye irritation	-	0.8797	87.97%
Skin irritation	-	0.6866	68.66%
Skin corrosion	-	0.9504	95.04%
Ames mutagenesis	+	0.5400	54.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.6996	69.96%
Micronuclear	-	0.7500	75.00%
Hepatotoxicity	+	0.5625	56.25%
skin sensitisation	-	0.7184	71.84%
Respiratory toxicity	-	0.5778	57.78%
Reproductive toxicity	+	0.8778	87.78%
Mitochondrial toxicity	+	0.7875	78.75%
Nephrotoxicity	-	0.5592	55.92%
Acute Oral Toxicity (c)	III	0.6168	61.68%
Estrogen receptor binding	-	0.7096	70.96%
Androgen receptor binding	+	0.5322	53.22%
Thyroid receptor binding	+	0.6198	61.98%
Glucocorticoid receptor binding	-	0.5376	53.76%
Aromatase binding	-	0.7659	76.59%
PPAR gamma	-	0.6573	65.73%
Honey bee toxicity	-	0.8581	85.81%
Biodegradation	-	0.6000	60.00%
Crustacea aquatic toxicity	+	0.5200	52.00%
Fish aquatic toxicity	+	0.9871	98.71%

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	95.86%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	91.59%	96.09%
CHEMBL253	P34972	Cannabinoid CB2 receptor	89.74%	97.25%
CHEMBL1994	P08235	Mineralocorticoid receptor	86.83%	100.00%
CHEMBL3137262	O60341	LSD1/CoREST complex	86.34%	97.09%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	84.57%	94.45%
CHEMBL4208	P20618	Proteasome component C5	80.68%	90.00%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 10777212
• LOTUS: LTS0037007
• wikiData: Q77488939