2-Hydroxy-2-(hydroxymethyl)-8,10b-dimethyl-4,4a,6a,7,8,9,10,10a-octahydrobenzo[f]isochromen-1-one

Details

• Internal ID: ccc7f528-47e4-4c64-9d85-e4baf304ff61
• Taxonomy: Organoheterocyclic compounds > Naphthopyrans > Naphthopyranones
• IUPAC Name: 2-hydroxy-2-(hydroxymethyl)-8,10b-dimethyl-4,4a,6a,7,8,9,10,10a-octahydrobenzo[f]isochromen-1-one
• SMILES (Canonical): CC1CCC2C(C1)C=CC3C2(C(=O)C(OC3)(CO)O)C
• SMILES (Isomeric): CC1CCC2C(C1)C=CC3C2(C(=O)C(OC3)(CO)O)C
• InChI: InChI=1S/C16H24O4/c1-10-3-6-13-11(7-10)4-5-12-8-20-16(19,9-17)14(18)15(12,13)2/h4-5,10-13,17,19H,3,6-9H2,1-2H3
• InChI Key: ALFVRDAMPYOPQO-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₆H₂₄O₄
• Molecular Weight: 280.36 g/mol
• Exact Mass: 280.16745924 g/mol
• Topological Polar Surface Area (TPSA): 66.80 Ų
• XlogP: 2.30
• Atomic LogP (AlogP): 1.51
• H-Bond Acceptor: 4
• H-Bond Donor: 2
• Rotatable Bonds: 1

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.8083	80.83%
Caco-2	+	0.6100	61.00%
Blood Brain Barrier	-	0.6500	65.00%
Human oral bioavailability	-	0.6429	64.29%
Subcellular localzation	Mitochondria	0.7805	78.05%
OATP2B1 inhibitior	-	0.8574	85.74%
OATP1B1 inhibitior	+	0.8957	89.57%
OATP1B3 inhibitior	+	0.8822	88.22%
MATE1 inhibitior	-	0.9612	96.12%
OCT2 inhibitior	-	0.7067	70.67%
BSEP inhibitior	-	0.8781	87.81%
P-glycoprotein inhibitior	-	0.9376	93.76%
P-glycoprotein substrate	-	0.6970	69.70%
CYP3A4 substrate	+	0.6348	63.48%
CYP2C9 substrate	-	0.8002	80.02%
CYP2D6 substrate	-	0.8160	81.60%
CYP3A4 inhibition	-	0.7932	79.32%
CYP2C9 inhibition	-	0.9477	94.77%
CYP2C19 inhibition	-	0.8869	88.69%
CYP2D6 inhibition	-	0.9570	95.70%
CYP1A2 inhibition	-	0.8222	82.22%
CYP2C8 inhibition	-	0.8244	82.44%
CYP inhibitory promiscuity	-	0.9836	98.36%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	1.0000	100.00%
Carcinogenicity (trinary)	Non-required	0.6873	68.73%
Eye corrosion	-	0.9930	99.30%
Eye irritation	-	0.9700	97.00%
Skin irritation	-	0.6385	63.85%
Skin corrosion	-	0.9554	95.54%
Ames mutagenesis	-	0.6200	62.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5235	52.35%
Micronuclear	-	0.9100	91.00%
Hepatotoxicity	+	0.6216	62.16%
skin sensitisation	-	0.9189	91.89%
Respiratory toxicity	+	0.6667	66.67%
Reproductive toxicity	+	0.7111	71.11%
Mitochondrial toxicity	+	0.5625	56.25%
Nephrotoxicity	+	0.6076	60.76%
Acute Oral Toxicity (c)	III	0.4935	49.35%
Estrogen receptor binding	-	0.5735	57.35%
Androgen receptor binding	+	0.5567	55.67%
Thyroid receptor binding	+	0.6957	69.57%
Glucocorticoid receptor binding	+	0.6722	67.22%
Aromatase binding	-	0.5562	55.62%
PPAR gamma	-	0.7098	70.98%
Honey bee toxicity	-	0.7883	78.83%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	-	0.5000	50.00%
Fish aquatic toxicity	+	0.9071	90.71%

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	96.08%	91.11%
CHEMBL253	P34972	Cannabinoid CB2 receptor	94.50%	97.25%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	93.70%	96.09%
CHEMBL3137262	O60341	LSD1/CoREST complex	91.40%	97.09%
CHEMBL1994	P08235	Mineralocorticoid receptor	88.08%	100.00%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	87.28%	85.14%
CHEMBL2581	P07339	Cathepsin D	86.72%	98.95%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	85.82%	94.45%
CHEMBL241	Q14432	Phosphodiesterase 3A	84.92%	92.94%
CHEMBL1806	P11388	DNA topoisomerase II alpha	83.88%	89.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	83.87%	95.56%
CHEMBL1293249	Q13887	Kruppel-like factor 5	83.12%	86.33%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	80.33%	95.89%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 75058550
• LOTUS: LTS0065583
• wikiData: Q103816223