2-[7-(hydroxymethyl)-3,4a,7,10a-tetramethyl-2,5,6,6a,8,9,10,10b-octahydro-1H-benzo[f]chromen-3-yl]acetic acid

Details

• Internal ID: abeb6108-109f-4cfc-b85f-9db46361f0ba
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Triterpenoids
• IUPAC Name: 2-[7-(hydroxymethyl)-3,4a,7,10a-tetramethyl-2,5,6,6a,8,9,10,10b-octahydro-1H-benzo[f]chromen-3-yl]acetic acid
• SMILES (Canonical): CC1(CCC2C3(CCCC(C3CCC2(O1)C)(C)CO)C)CC(=O)O
• SMILES (Isomeric): CC1(CCC2C3(CCCC(C3CCC2(O1)C)(C)CO)C)CC(=O)O
• InChI: InChI=1S/C20H34O4/c1-17(13-21)8-5-9-19(3)14(17)7-11-20(4)15(19)6-10-18(2,24-20)12-16(22)23/h14-15,21H,5-13H2,1-4H3,(H,22,23)
• InChI Key: VUGGKUMCQFGQDJ-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₀H₃₄O₄
• Molecular Weight: 338.50 g/mol
• Exact Mass: 338.24570956 g/mol
• Topological Polar Surface Area (TPSA): 66.80 Ų
• XlogP: 3.40
• Atomic LogP (AlogP): 4.00
• H-Bond Acceptor: 3
• H-Bond Donor: 2
• Rotatable Bonds: 3

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9398	93.98%
Caco-2	+	0.6769	67.69%
Blood Brain Barrier	+	0.5750	57.50%
Human oral bioavailability	-	0.5000	50.00%
Subcellular localzation	Mitochondria	0.6850	68.50%
OATP2B1 inhibitior	-	0.8585	85.85%
OATP1B1 inhibitior	+	0.8757	87.57%
OATP1B3 inhibitior	+	0.8816	88.16%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	0.7169	71.69%
BSEP inhibitior	+	0.6526	65.26%
P-glycoprotein inhibitior	-	0.8450	84.50%
P-glycoprotein substrate	-	0.9157	91.57%
CYP3A4 substrate	+	0.5722	57.22%
CYP2C9 substrate	-	0.6103	61.03%
CYP2D6 substrate	-	0.8587	85.87%
CYP3A4 inhibition	-	0.6700	67.00%
CYP2C9 inhibition	-	0.8253	82.53%
CYP2C19 inhibition	-	0.8837	88.37%
CYP2D6 inhibition	-	0.9512	95.12%
CYP1A2 inhibition	-	0.7335	73.35%
CYP2C8 inhibition	-	0.7303	73.03%
CYP inhibitory promiscuity	-	0.9462	94.62%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.9200	92.00%
Carcinogenicity (trinary)	Non-required	0.7199	71.99%
Eye corrosion	-	0.9854	98.54%
Eye irritation	-	0.8197	81.97%
Skin irritation	-	0.7990	79.90%
Skin corrosion	-	0.9714	97.14%
Ames mutagenesis	-	0.7670	76.70%
Human Ether-a-go-go-Related Gene inhibition	-	0.6188	61.88%
Micronuclear	-	0.9100	91.00%
Hepatotoxicity	-	0.7125	71.25%
skin sensitisation	-	0.8914	89.14%
Respiratory toxicity	+	0.5333	53.33%
Reproductive toxicity	+	0.6281	62.81%
Mitochondrial toxicity	+	0.6125	61.25%
Nephrotoxicity	-	0.7705	77.05%
Acute Oral Toxicity (c)	III	0.6048	60.48%
Estrogen receptor binding	+	0.8307	83.07%
Androgen receptor binding	-	0.5000	50.00%
Thyroid receptor binding	+	0.6308	63.08%
Glucocorticoid receptor binding	+	0.8284	82.84%
Aromatase binding	+	0.7922	79.22%
PPAR gamma	-	0.5000	50.00%
Honey bee toxicity	-	0.9391	93.91%
Biodegradation	-	0.7000	70.00%
Crustacea aquatic toxicity	-	0.7600	76.00%
Fish aquatic toxicity	+	0.8049	80.49%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL4040	P28482	MAP kinase ERK2	97.39%	83.82%
CHEMBL253	P34972	Cannabinoid CB2 receptor	93.29%	97.25%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	91.94%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	90.74%	96.09%
CHEMBL237	P41145	Kappa opioid receptor	89.19%	98.10%
CHEMBL340	P08684	Cytochrome P450 3A4	87.50%	91.19%
CHEMBL3137262	O60341	LSD1/CoREST complex	85.77%	97.09%
CHEMBL218	P21554	Cannabinoid CB1 receptor	85.48%	96.61%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	84.32%	95.50%
CHEMBL221	P23219	Cyclooxygenase-1	83.39%	90.17%
CHEMBL2581	P07339	Cathepsin D	83.09%	98.95%

Plants that contains it

• Olearia teretifolia

Cross-Links

• PubChem: 162955297
• LOTUS: LTS0268056
• wikiData: Q105297207