(4S,4aS,7R,7aS,8S)-4,4a,7,7a-tetramethyl-5,6,7,8-tetrahydro-4H-cyclopenta[f][1]benzofuran-8-ol

Details

• Internal ID: f178dc0a-3266-4fc7-b35d-c07be09529ce
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Sesquiterpenoids
• IUPAC Name: (4S,4aS,7R,7aS,8S)-4,4a,7,7a-tetramethyl-5,6,7,8-tetrahydro-4H-cyclopenta[f][1]benzofuran-8-ol
• SMILES (Canonical): CC1CCC2(C1(C(C3=C(C2C)C=CO3)O)C)C
• SMILES (Isomeric): C[C@@H]1CC[C@@]2([C@]1([C@@H](C3=C([C@H]2C)C=CO3)O)C)C
• InChI: InChI=1S/C15H22O2/c1-9-5-7-14(3)10(2)11-6-8-17-12(11)13(16)15(9,14)4/h6,8-10,13,16H,5,7H2,1-4H3/t9-,10-,13-,14+,15-/m1/s1
• InChI Key: MDKGOSUFACVFIC-HGUIZCDCSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₁₅H₂₂O₂
• Molecular Weight: 234.33 g/mol
• Exact Mass: 234.161979940 g/mol
• Topological Polar Surface Area (TPSA): 33.40 Ų
• XlogP: 3.50
• Atomic LogP (AlogP): 3.87
• H-Bond Acceptor: 2
• 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	+	0.9913	99.13%
Caco-2	+	0.7393	73.93%
Blood Brain Barrier	+	0.8250	82.50%
Human oral bioavailability	+	0.6571	65.71%
Subcellular localzation	Mitochondria	0.4332	43.32%
OATP2B1 inhibitior	-	0.8555	85.55%
OATP1B1 inhibitior	+	0.9062	90.62%
OATP1B3 inhibitior	+	0.9485	94.85%
MATE1 inhibitior	-	0.8400	84.00%
OCT2 inhibitior	-	0.7750	77.50%
BSEP inhibitior	-	0.9516	95.16%
P-glycoprotein inhibitior	-	0.9363	93.63%
P-glycoprotein substrate	-	0.8111	81.11%
CYP3A4 substrate	+	0.5666	56.66%
CYP2C9 substrate	-	0.5698	56.98%
CYP2D6 substrate	+	0.3685	36.85%
CYP3A4 inhibition	-	0.8583	85.83%
CYP2C9 inhibition	-	0.7989	79.89%
CYP2C19 inhibition	-	0.7015	70.15%
CYP2D6 inhibition	-	0.8985	89.85%
CYP1A2 inhibition	+	0.8163	81.63%
CYP2C8 inhibition	-	0.5859	58.59%
CYP inhibitory promiscuity	-	0.6830	68.30%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.7700	77.00%
Carcinogenicity (trinary)	Non-required	0.4388	43.88%
Eye corrosion	-	0.9586	95.86%
Eye irritation	-	0.8601	86.01%
Skin irritation	+	0.5548	55.48%
Skin corrosion	-	0.7226	72.26%
Ames mutagenesis	-	0.7870	78.70%
Human Ether-a-go-go-Related Gene inhibition	-	0.4694	46.94%
Micronuclear	-	0.9000	90.00%
Hepatotoxicity	-	0.5771	57.71%
skin sensitisation	-	0.5485	54.85%
Respiratory toxicity	+	0.5778	57.78%
Reproductive toxicity	+	0.6000	60.00%
Mitochondrial toxicity	-	0.5000	50.00%
Nephrotoxicity	-	0.7442	74.42%
Acute Oral Toxicity (c)	III	0.6844	68.44%
Estrogen receptor binding	-	0.6015	60.15%
Androgen receptor binding	+	0.5449	54.49%
Thyroid receptor binding	-	0.6956	69.56%
Glucocorticoid receptor binding	-	0.9342	93.42%
Aromatase binding	-	0.7035	70.35%
PPAR gamma	-	0.6808	68.08%
Honey bee toxicity	-	0.9404	94.04%
Biodegradation	-	0.6250	62.50%
Crustacea aquatic toxicity	+	0.6200	62.00%
Fish aquatic toxicity	+	0.8236	82.36%

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	96.05%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	93.15%	96.09%
CHEMBL253	P34972	Cannabinoid CB2 receptor	88.46%	97.25%
CHEMBL5608	Q16288	NT-3 growth factor receptor	88.36%	95.89%
CHEMBL1994	P08235	Mineralocorticoid receptor	86.24%	100.00%
CHEMBL3137262	O60341	LSD1/CoREST complex	85.92%	97.09%
CHEMBL221	P23219	Cyclooxygenase-1	80.83%	90.17%
CHEMBL2335	P42785	Lysosomal Pro-X carboxypeptidase	80.49%	100.00%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 162959668
• LOTUS: LTS0248869
• wikiData: Q105161812