1,3,4-trihydroxy-3-(hydroxymethyl)-6,6,7b-trimethyl-2a,4,4a,5,7,7a-hexahydro-1H-cyclobuta[e]inden-2-one

Details

• Internal ID: fe8c4002-5fb7-4388-8b2c-4614ccc3b236
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Diterpenoids
• IUPAC Name: 1,3,4-trihydroxy-3-(hydroxymethyl)-6,6,7b-trimethyl-2a,4,4a,5,7,7a-hexahydro-1H-cyclobuta[e]inden-2-one
• SMILES (Canonical): CC1(CC2C(C1)C3(C(C(=O)C3O)C(C2O)(CO)O)C)C
• SMILES (Isomeric): CC1(CC2C(C1)C3(C(C(=O)C3O)C(C2O)(CO)O)C)C
• InChI: InChI=1S/C15H24O5/c1-13(2)4-7-8(5-13)14(3)10(9(17)12(14)19)15(20,6-16)11(7)18/h7-8,10-12,16,18-20H,4-6H2,1-3H3
• InChI Key: VZWBLLOFNALUQL-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₅H₂₄O₅
• Molecular Weight: 284.35 g/mol
• Exact Mass: 284.16237386 g/mol
• Topological Polar Surface Area (TPSA): 98.00 Ų
• XlogP: 0.40
• Atomic LogP (AlogP): -0.30
• H-Bond Acceptor: 5
• H-Bond Donor: 4
• Rotatable Bonds: 1

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9590	95.90%
Caco-2	-	0.7610	76.10%
Blood Brain Barrier	+	0.5135	51.35%
Human oral bioavailability	+	0.6286	62.86%
Subcellular localzation	Mitochondria	0.6942	69.42%
OATP2B1 inhibitior	-	0.8529	85.29%
OATP1B1 inhibitior	+	0.9158	91.58%
OATP1B3 inhibitior	+	0.9373	93.73%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	0.8817	88.17%
BSEP inhibitior	-	0.8872	88.72%
P-glycoprotein inhibitior	-	0.9141	91.41%
P-glycoprotein substrate	-	0.8676	86.76%
CYP3A4 substrate	+	0.5353	53.53%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8119	81.19%
CYP3A4 inhibition	-	0.8025	80.25%
CYP2C9 inhibition	-	0.8369	83.69%
CYP2C19 inhibition	-	0.8814	88.14%
CYP2D6 inhibition	-	0.9535	95.35%
CYP1A2 inhibition	-	0.7609	76.09%
CYP2C8 inhibition	-	0.9388	93.88%
CYP inhibitory promiscuity	-	0.9719	97.19%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.9400	94.00%
Carcinogenicity (trinary)	Non-required	0.6864	68.64%
Eye corrosion	-	0.9912	99.12%
Eye irritation	-	0.9130	91.30%
Skin irritation	-	0.6525	65.25%
Skin corrosion	-	0.9520	95.20%
Ames mutagenesis	-	0.6779	67.79%
Human Ether-a-go-go-Related Gene inhibition	-	0.6349	63.49%
Micronuclear	-	0.8700	87.00%
Hepatotoxicity	+	0.5301	53.01%
skin sensitisation	-	0.8156	81.56%
Respiratory toxicity	+	0.6000	60.00%
Reproductive toxicity	+	0.7667	76.67%
Mitochondrial toxicity	+	0.7875	78.75%
Nephrotoxicity	+	0.7709	77.09%
Acute Oral Toxicity (c)	III	0.5967	59.67%
Estrogen receptor binding	+	0.5733	57.33%
Androgen receptor binding	+	0.5941	59.41%
Thyroid receptor binding	+	0.6145	61.45%
Glucocorticoid receptor binding	-	0.4736	47.36%
Aromatase binding	-	0.5462	54.62%
PPAR gamma	-	0.7103	71.03%
Honey bee toxicity	-	0.8297	82.97%
Biodegradation	-	0.7250	72.50%
Crustacea aquatic toxicity	-	0.6600	66.00%
Fish aquatic toxicity	+	0.9133	91.33%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL253	P34972	Cannabinoid CB2 receptor	95.41%	97.25%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	95.40%	96.09%
CHEMBL2581	P07339	Cathepsin D	93.72%	98.95%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	90.50%	91.11%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	88.38%	85.14%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	86.90%	95.56%
CHEMBL1994	P08235	Mineralocorticoid receptor	86.84%	100.00%
CHEMBL3137262	O60341	LSD1/CoREST complex	86.44%	97.09%
CHEMBL226	P30542	Adenosine A1 receptor	83.75%	95.93%
CHEMBL1907602	P06493	Cyclin-dependent kinase 1/cyclin B1	80.21%	91.24%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 74405723
• LOTUS: LTS0270715
• wikiData: Q105300018