2a,7a-Dihydroxy-6-(hydroxymethyl)-3,6,7b-trimethyl-1,2,3,4a,5,7-hexahydrocyclobuta[e]inden-4-one

Details

• Internal ID: dc0ba4d6-0a2a-40ba-bbed-5d74aa4f97bc
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Diterpenoids
• IUPAC Name: 2a,7a-dihydroxy-6-(hydroxymethyl)-3,6,7b-trimethyl-1,2,3,4a,5,7-hexahydrocyclobuta[e]inden-4-one
• SMILES (Canonical): CC1C(=O)C2CC(CC2(C3(C1(CC3)O)C)O)(C)CO
• SMILES (Isomeric): CC1C(=O)C2CC(CC2(C3(C1(CC3)O)C)O)(C)CO
• InChI: InChI=1S/C15H24O4/c1-9-11(17)10-6-12(2,8-16)7-15(10,19)13(3)4-5-14(9,13)18/h9-10,16,18-19H,4-8H2,1-3H3
• InChI Key: MZKWYEFINFGGRM-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₅H₂₄O₄
• Molecular Weight: 268.35 g/mol
• Exact Mass: 268.16745924 g/mol
• Topological Polar Surface Area (TPSA): 77.80 Ų
• XlogP: 0.30
• Atomic LogP (AlogP): 0.88
• 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	+	0.9762	97.62%
Caco-2	+	0.8077	80.77%
Blood Brain Barrier	+	0.6385	63.85%
Human oral bioavailability	+	0.5857	58.57%
Subcellular localzation	Mitochondria	0.6122	61.22%
OATP2B1 inhibitior	-	0.8426	84.26%
OATP1B1 inhibitior	+	0.9229	92.29%
OATP1B3 inhibitior	+	0.9430	94.30%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	0.6566	65.66%
BSEP inhibitior	-	0.6164	61.64%
P-glycoprotein inhibitior	-	0.9167	91.67%
P-glycoprotein substrate	-	0.8099	80.99%
CYP3A4 substrate	+	0.5743	57.43%
CYP2C9 substrate	-	0.8472	84.72%
CYP2D6 substrate	-	0.8137	81.37%
CYP3A4 inhibition	-	0.7620	76.20%
CYP2C9 inhibition	-	0.7674	76.74%
CYP2C19 inhibition	-	0.9062	90.62%
CYP2D6 inhibition	-	0.9549	95.49%
CYP1A2 inhibition	-	0.7446	74.46%
CYP2C8 inhibition	-	0.9604	96.04%
CYP inhibitory promiscuity	-	0.9505	95.05%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9400	94.00%
Carcinogenicity (trinary)	Non-required	0.7044	70.44%
Eye corrosion	-	0.9911	99.11%
Eye irritation	-	0.7752	77.52%
Skin irritation	-	0.5524	55.24%
Skin corrosion	-	0.9571	95.71%
Ames mutagenesis	-	0.5900	59.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.6861	68.61%
Micronuclear	-	0.9500	95.00%
Hepatotoxicity	-	0.5574	55.74%
skin sensitisation	-	0.8712	87.12%
Respiratory toxicity	+	0.5333	53.33%
Reproductive toxicity	+	0.8333	83.33%
Mitochondrial toxicity	+	0.8125	81.25%
Nephrotoxicity	+	0.6782	67.82%
Acute Oral Toxicity (c)	III	0.6764	67.64%
Estrogen receptor binding	+	0.6496	64.96%
Androgen receptor binding	+	0.6742	67.42%
Thyroid receptor binding	+	0.5393	53.93%
Glucocorticoid receptor binding	+	0.5966	59.66%
Aromatase binding	+	0.6339	63.39%
PPAR gamma	-	0.6301	63.01%
Honey bee toxicity	-	0.9317	93.17%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	-	0.5600	56.00%
Fish aquatic toxicity	+	0.8576	85.76%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	94.65%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	92.39%	91.11%
CHEMBL3137262	O60341	LSD1/CoREST complex	87.85%	97.09%
CHEMBL253	P34972	Cannabinoid CB2 receptor	86.22%	97.25%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	84.77%	95.56%
CHEMBL2581	P07339	Cathepsin D	83.01%	98.95%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	81.71%	82.69%
CHEMBL1293249	Q13887	Kruppel-like factor 5	80.70%	86.33%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 73238305
• LOTUS: LTS0172813
• wikiData: Q104172197