(5aR,6S,9aR,10aS)-4,5a,6-trimethyl-3,5,6,7,8,9,9a,10-octahydrobenzo[g][1,2]benzodioxin-10a-ol

Details

• Internal ID: b42a713b-e6e3-4eca-8774-31c9cdcb8c29
• Taxonomy: Organic oxygen compounds > Organooxygen compounds > Alcohols and polyols > Cyclic alcohols and derivatives
• IUPAC Name: (5aR,6S,9aR,10aS)-4,5a,6-trimethyl-3,5,6,7,8,9,9a,10-octahydrobenzo[g][1,2]benzodioxin-10a-ol
• SMILES (Canonical): CC1CCCC2C1(CC3=C(COOC3(C2)O)C)C
• SMILES (Isomeric): C[C@H]1CCC[C@H]2[C@@]1(CC3=C(COO[C@]3(C2)O)C)C
• InChI: InChI=1S/C15H24O3/c1-10-9-17-18-15(16)7-12-6-4-5-11(2)14(12,3)8-13(10)15/h11-12,16H,4-9H2,1-3H3/t11-,12+,14+,15-/m0/s1
• InChI Key: AGFJUBWRTFBUAS-MXYBEHONSA-N
• Popularity: 1 reference 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): 38.70 Ų
• XlogP: 2.60
• Atomic LogP (AlogP): 3.19
• H-Bond Acceptor: 3
• H-Bond Donor: 1
• Rotatable Bonds: 0

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9825	98.25%
Caco-2	+	0.8936	89.36%
Blood Brain Barrier	-	0.5750	57.50%
Human oral bioavailability	-	0.5000	50.00%
Subcellular localzation	Mitochondria	0.7291	72.91%
OATP2B1 inhibitior	-	0.8506	85.06%
OATP1B1 inhibitior	+	0.9204	92.04%
OATP1B3 inhibitior	+	0.9530	95.30%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	-	0.6102	61.02%
BSEP inhibitior	-	0.7211	72.11%
P-glycoprotein inhibitior	-	0.9145	91.45%
P-glycoprotein substrate	-	0.8389	83.89%
CYP3A4 substrate	+	0.5890	58.90%
CYP2C9 substrate	-	0.7974	79.74%
CYP2D6 substrate	-	0.7534	75.34%
CYP3A4 inhibition	-	0.8466	84.66%
CYP2C9 inhibition	-	0.8716	87.16%
CYP2C19 inhibition	-	0.8107	81.07%
CYP2D6 inhibition	-	0.9248	92.48%
CYP1A2 inhibition	-	0.7657	76.57%
CYP2C8 inhibition	-	0.7950	79.50%
CYP inhibitory promiscuity	-	0.9499	94.99%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9500	95.00%
Carcinogenicity (trinary)	Non-required	0.5694	56.94%
Eye corrosion	-	0.9876	98.76%
Eye irritation	+	0.5680	56.80%
Skin irritation	-	0.5945	59.45%
Skin corrosion	-	0.9374	93.74%
Ames mutagenesis	-	0.5728	57.28%
Human Ether-a-go-go-Related Gene inhibition	-	0.4889	48.89%
Micronuclear	-	0.8400	84.00%
Hepatotoxicity	+	0.5407	54.07%
skin sensitisation	-	0.8110	81.10%
Respiratory toxicity	+	0.5222	52.22%
Reproductive toxicity	+	0.9111	91.11%
Mitochondrial toxicity	+	0.6125	61.25%
Nephrotoxicity	-	0.5598	55.98%
Acute Oral Toxicity (c)	IV	0.4607	46.07%
Estrogen receptor binding	-	0.7704	77.04%
Androgen receptor binding	-	0.6094	60.94%
Thyroid receptor binding	+	0.6183	61.83%
Glucocorticoid receptor binding	-	0.5000	50.00%
Aromatase binding	-	0.6503	65.03%
PPAR gamma	-	0.7024	70.24%
Honey bee toxicity	-	0.8793	87.93%
Biodegradation	-	0.6500	65.00%
Crustacea aquatic toxicity	+	0.5300	53.00%
Fish aquatic toxicity	+	0.9486	94.86%

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	93.16%	91.11%
CHEMBL206	P03372	Estrogen receptor alpha	91.89%	97.64%
CHEMBL241	Q14432	Phosphodiesterase 3A	90.54%	92.94%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	90.05%	96.09%
CHEMBL3137262	O60341	LSD1/CoREST complex	89.60%	97.09%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	85.97%	82.69%
CHEMBL1994	P08235	Mineralocorticoid receptor	85.72%	100.00%
CHEMBL4803	P29474	Nitric-oxide synthase, endothelial	84.96%	86.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	84.30%	95.56%
CHEMBL259	P32245	Melanocortin receptor 4	82.58%	95.38%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	82.52%	97.14%
CHEMBL253	P34972	Cannabinoid CB2 receptor	80.42%	97.25%

Plants that contains it

• Ligularia subspicata

Cross-Links

• PubChem: 163088824
• LOTUS: LTS0037050
• wikiData: Q104911733