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

Details

• Internal ID: 29c9b29e-071c-4ea5-9dac-62e87ac111a3
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Triterpenoids
• IUPAC Name: 2-(8-hydroxy-3,4a,7,7,10a-pentamethyl-2,5,6,6a,8,9,10,10b-octahydro-1H-benzo[f]chromen-3-yl)acetic acid
• SMILES (Canonical): CC1(C2CCC3(C(C2(CCC1O)C)CCC(O3)(C)CC(=O)O)C)C
• SMILES (Isomeric): CC1(C2CCC3(C(C2(CCC1O)C)CCC(O3)(C)CC(=O)O)C)C
• InChI: InChI=1S/C20H34O4/c1-17(2)13-7-11-20(5)14(19(13,4)10-8-15(17)21)6-9-18(3,24-20)12-16(22)23/h13-15,21H,6-12H2,1-5H3,(H,22,23)
• InChI Key: XBLJAVLLTSKQKX-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: 3.30
• Atomic LogP (AlogP): 4.00
• H-Bond Acceptor: 3
• H-Bond Donor: 2
• Rotatable Bonds: 2

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9574	95.74%
Caco-2	+	0.6121	61.21%
Blood Brain Barrier	-	0.6000	60.00%
Human oral bioavailability	+	0.5143	51.43%
Subcellular localzation	Mitochondria	0.7478	74.78%
OATP2B1 inhibitior	-	0.8594	85.94%
OATP1B1 inhibitior	+	0.9305	93.05%
OATP1B3 inhibitior	+	0.9162	91.62%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	0.9000	90.00%
BSEP inhibitior	+	0.6554	65.54%
P-glycoprotein inhibitior	-	0.8390	83.90%
P-glycoprotein substrate	-	0.9416	94.16%
CYP3A4 substrate	+	0.6022	60.22%
CYP2C9 substrate	-	0.6551	65.51%
CYP2D6 substrate	-	0.8357	83.57%
CYP3A4 inhibition	-	0.7309	73.09%
CYP2C9 inhibition	-	0.9299	92.99%
CYP2C19 inhibition	-	0.9268	92.68%
CYP2D6 inhibition	-	0.9750	97.50%
CYP1A2 inhibition	-	0.8536	85.36%
CYP2C8 inhibition	-	0.8725	87.25%
CYP inhibitory promiscuity	-	0.9789	97.89%
UGT catelyzed	-	0.6000	60.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.7537	75.37%
Eye corrosion	-	0.9919	99.19%
Eye irritation	-	0.8015	80.15%
Skin irritation	-	0.5229	52.29%
Skin corrosion	-	0.9296	92.96%
Ames mutagenesis	-	0.7700	77.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5865	58.65%
Micronuclear	-	0.9100	91.00%
Hepatotoxicity	-	0.7226	72.26%
skin sensitisation	-	0.8201	82.01%
Respiratory toxicity	+	0.5889	58.89%
Reproductive toxicity	+	0.8111	81.11%
Mitochondrial toxicity	+	0.7000	70.00%
Nephrotoxicity	-	0.8237	82.37%
Acute Oral Toxicity (c)	III	0.5011	50.11%
Estrogen receptor binding	+	0.8153	81.53%
Androgen receptor binding	-	0.5955	59.55%
Thyroid receptor binding	+	0.6656	66.56%
Glucocorticoid receptor binding	+	0.8365	83.65%
Aromatase binding	+	0.7712	77.12%
PPAR gamma	+	0.5551	55.51%
Honey bee toxicity	-	0.9254	92.54%
Biodegradation	-	0.7250	72.50%
Crustacea aquatic toxicity	-	0.7300	73.00%
Fish aquatic toxicity	+	0.9492	94.92%

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	99.30%	83.82%
CHEMBL221	P23219	Cyclooxygenase-1	95.14%	90.17%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	93.05%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	86.91%	91.11%
CHEMBL3137262	O60341	LSD1/CoREST complex	86.05%	97.09%
CHEMBL237	P41145	Kappa opioid receptor	85.52%	98.10%
CHEMBL340	P08684	Cytochrome P450 3A4	85.08%	91.19%
CHEMBL2581	P07339	Cathepsin D	81.62%	98.95%
CHEMBL1994	P08235	Mineralocorticoid receptor	80.40%	100.00%

Plants that contains it

• Sideritis nutans

Cross-Links

• PubChem: 162913650
• LOTUS: LTS0099879
• wikiData: Q105324569