7-(Hydroxymethyl)-5,7-dimethyl-1-methylidene-4,5,6,8-tetrahydrocyclopenta[e][1]benzofuran-3a,8b-diol

Details

• Internal ID: 3b713287-17dd-4195-addc-a2a49467bc63
• Taxonomy: Organoheterocyclic compounds > Tetrahydrofurans
• IUPAC Name: 7-(hydroxymethyl)-5,7-dimethyl-1-methylidene-4,5,6,8-tetrahydrocyclopenta[e][1]benzofuran-3a,8b-diol
• SMILES (Canonical): CC1CC2(C(C(=C)CO2)(C3=C1CC(C3)(C)CO)O)O
• SMILES (Isomeric): CC1CC2(C(C(=C)CO2)(C3=C1CC(C3)(C)CO)O)O
• InChI: InChI=1S/C15H22O4/c1-9-4-14(17)15(18,10(2)7-19-14)12-6-13(3,8-16)5-11(9)12/h9,16-18H,2,4-8H2,1,3H3
• InChI Key: AUSSNWVQWKASCI-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₅H₂₂O₄
• Molecular Weight: 266.33 g/mol
• Exact Mass: 266.15180918 g/mol
• Topological Polar Surface Area (TPSA): 69.90 Ų
• XlogP: -0.70
• Atomic LogP (AlogP): 1.12
• H-Bond Acceptor: 4
• H-Bond Donor: 3
• Rotatable Bonds: 1

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9339	93.39%
Caco-2	+	0.7711	77.11%
Blood Brain Barrier	+	0.5250	52.50%
Human oral bioavailability	-	0.6429	64.29%
Subcellular localzation	Mitochondria	0.6303	63.03%
OATP2B1 inhibitior	-	0.8532	85.32%
OATP1B1 inhibitior	+	0.8814	88.14%
OATP1B3 inhibitior	+	0.9541	95.41%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.7817	78.17%
BSEP inhibitior	-	0.8647	86.47%
P-glycoprotein inhibitior	-	0.9400	94.00%
P-glycoprotein substrate	-	0.6453	64.53%
CYP3A4 substrate	+	0.5733	57.33%
CYP2C9 substrate	-	0.5839	58.39%
CYP2D6 substrate	-	0.8251	82.51%
CYP3A4 inhibition	-	0.8043	80.43%
CYP2C9 inhibition	-	0.8778	87.78%
CYP2C19 inhibition	-	0.8444	84.44%
CYP2D6 inhibition	-	0.9292	92.92%
CYP1A2 inhibition	-	0.8179	81.79%
CYP2C8 inhibition	-	0.8057	80.57%
CYP inhibitory promiscuity	-	0.9334	93.34%
UGT catelyzed	-	0.7000	70.00%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Non-required	0.5332	53.32%
Eye corrosion	-	0.9886	98.86%
Eye irritation	+	0.6182	61.82%
Skin irritation	-	0.6051	60.51%
Skin corrosion	-	0.9394	93.94%
Ames mutagenesis	-	0.5000	50.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5516	55.16%
Micronuclear	-	0.8200	82.00%
Hepatotoxicity	+	0.6400	64.00%
skin sensitisation	-	0.8665	86.65%
Respiratory toxicity	-	0.6222	62.22%
Reproductive toxicity	+	0.7778	77.78%
Mitochondrial toxicity	+	0.7250	72.50%
Nephrotoxicity	+	0.6619	66.19%
Acute Oral Toxicity (c)	III	0.4650	46.50%
Estrogen receptor binding	-	0.5481	54.81%
Androgen receptor binding	+	0.5509	55.09%
Thyroid receptor binding	+	0.6351	63.51%
Glucocorticoid receptor binding	+	0.6579	65.79%
Aromatase binding	-	0.5441	54.41%
PPAR gamma	-	0.7081	70.81%
Honey bee toxicity	-	0.9009	90.09%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	-	0.6355	63.55%
Fish aquatic toxicity	+	0.9768	97.68%

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	97.89%	91.11%
CHEMBL1951	P21397	Monoamine oxidase A	92.56%	91.49%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	92.37%	96.09%
CHEMBL2996	Q05655	Protein kinase C delta	86.61%	97.79%
CHEMBL1994	P08235	Mineralocorticoid receptor	85.38%	100.00%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	84.50%	94.45%
CHEMBL253	P34972	Cannabinoid CB2 receptor	84.42%	97.25%
CHEMBL3137262	O60341	LSD1/CoREST complex	83.77%	97.09%
CHEMBL241	Q14432	Phosphodiesterase 3A	83.38%	92.94%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	83.18%	95.50%
CHEMBL1293249	Q13887	Kruppel-like factor 5	81.93%	86.33%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 163065112
• LOTUS: LTS0091103
• wikiData: Q104085797