(2S,3aS,9S,9aS)-9-hydroxy-2-(2-hydroxypropan-2-yl)-3,3a,9,9a-tetrahydro-2H-benzo[f][1]benzofuran-4-one

Details

• Internal ID: 89d0ab98-3890-4532-a1fd-b199b9c28d15
• Taxonomy: Organoheterocyclic compounds > Naphthofurans
• IUPAC Name: (2S,3aS,9S,9aS)-9-hydroxy-2-(2-hydroxypropan-2-yl)-3,3a,9,9a-tetrahydro-2H-benzo[f][1]benzofuran-4-one
• SMILES (Canonical): CC(C)(C1CC2C(O1)C(C3=CC=CC=C3C2=O)O)O
• SMILES (Isomeric): CC(C)([C@@H]1C[C@H]2[C@H](O1)[C@H](C3=CC=CC=C3C2=O)O)O
• InChI: InChI=1S/C15H18O4/c1-15(2,18)11-7-10-12(16)8-5-3-4-6-9(8)13(17)14(10)19-11/h3-6,10-11,13-14,17-18H,7H2,1-2H3/t10-,11+,13+,14+/m1/s1
• InChI Key: BVAYYWKYGJBBHG-XWUBHJNHSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₅H₁₈O₄
• Molecular Weight: 262.30 g/mol
• Exact Mass: 262.12050905 g/mol
• Topological Polar Surface Area (TPSA): 66.80 Ų
• XlogP: 0.60
• Atomic LogP (AlogP): 1.46
• 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	+	0.9914	99.14%
Caco-2	+	0.6218	62.18%
Blood Brain Barrier	+	0.5750	57.50%
Human oral bioavailability	-	0.6000	60.00%
Subcellular localzation	Mitochondria	0.7679	76.79%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8499	84.99%
OATP1B3 inhibitior	+	0.9472	94.72%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	-	0.9500	95.00%
BSEP inhibitior	-	0.9544	95.44%
P-glycoprotein inhibitior	-	0.9189	91.89%
P-glycoprotein substrate	-	0.8690	86.90%
CYP3A4 substrate	+	0.5623	56.23%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8033	80.33%
CYP3A4 inhibition	-	0.9120	91.20%
CYP2C9 inhibition	-	0.6359	63.59%
CYP2C19 inhibition	-	0.6182	61.82%
CYP2D6 inhibition	-	0.7993	79.93%
CYP1A2 inhibition	+	0.5760	57.60%
CYP2C8 inhibition	-	0.7554	75.54%
CYP inhibitory promiscuity	-	0.6520	65.20%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9500	95.00%
Carcinogenicity (trinary)	Non-required	0.5157	51.57%
Eye corrosion	-	0.9849	98.49%
Eye irritation	-	0.5515	55.15%
Skin irritation	-	0.6918	69.18%
Skin corrosion	-	0.8924	89.24%
Ames mutagenesis	-	0.5200	52.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5504	55.04%
Micronuclear	-	0.5741	57.41%
Hepatotoxicity	+	0.6875	68.75%
skin sensitisation	-	0.7390	73.90%
Respiratory toxicity	+	0.7222	72.22%
Reproductive toxicity	+	0.7556	75.56%
Mitochondrial toxicity	+	0.7375	73.75%
Nephrotoxicity	+	0.5915	59.15%
Acute Oral Toxicity (c)	III	0.6129	61.29%
Estrogen receptor binding	+	0.7453	74.53%
Androgen receptor binding	-	0.5468	54.68%
Thyroid receptor binding	+	0.5949	59.49%
Glucocorticoid receptor binding	-	0.6149	61.49%
Aromatase binding	-	0.7393	73.93%
PPAR gamma	+	0.6289	62.89%
Honey bee toxicity	-	0.9219	92.19%
Biodegradation	-	0.8750	87.50%
Crustacea aquatic toxicity	+	0.6100	61.00%
Fish aquatic toxicity	+	0.8833	88.33%

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%
CHEMBL2581	P07339	Cathepsin D	95.97%	98.95%
CHEMBL4040	P28482	MAP kinase ERK2	95.41%	83.82%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	94.65%	95.56%
CHEMBL253	P34972	Cannabinoid CB2 receptor	94.59%	97.25%
CHEMBL1806	P11388	DNA topoisomerase II alpha	89.17%	89.00%
CHEMBL3401	O75469	Pregnane X receptor	88.32%	94.73%
CHEMBL1293249	Q13887	Kruppel-like factor 5	88.14%	86.33%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	86.61%	99.23%
CHEMBL3137262	O60341	LSD1/CoREST complex	86.36%	97.09%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	84.48%	96.09%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	83.37%	85.14%
CHEMBL5966	P55899	IgG receptor FcRn large subunit p51	82.01%	90.93%
CHEMBL5409	Q8TDU6	G-protein coupled bile acid receptor 1	80.83%	93.65%

Plants that contains it

• Ekmanianthe longiflora

Cross-Links

• PubChem: 101027480
• LOTUS: LTS0123353
• wikiData: Q104946432