3-(1,2-dihydroxyethenyl)-3,4a,7,10a-tetramethyl-2,5,6,6a,8,9,10,10b-octahydro-1H-benzo[f]chromene-7-carboxylic acid

Details

• Internal ID: c6107aa0-b48e-43a4-b1cb-d5b0a9d01c24
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Triterpenoids
• IUPAC Name: 3-(1,2-dihydroxyethenyl)-3,4a,7,10a-tetramethyl-2,5,6,6a,8,9,10,10b-octahydro-1H-benzo[f]chromene-7-carboxylic acid
• InChI: InChI=1S/C20H32O5/c1-17-8-5-9-18(2,16(23)24)13(17)6-10-19(3)14(17)7-11-20(4,25-19)15(22)12-21/h12-14,21-22H,5-11H2,1-4H3,(H,23,24)
• InChI Key: DEWLHZQVWXKVNO-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₀H₃₂O₅
• Molecular Weight: 352.50 g/mol
• Exact Mass: 352.22497412 g/mol
• Topological Polar Surface Area (TPSA): 87.00 Ų
• XlogP: 3.20
• Atomic LogP (AlogP): 4.58
• H-Bond Acceptor: 4
• H-Bond Donor: 3
• Rotatable Bonds: 2

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9217	92.17%
Caco-2	+	0.7188	71.88%
Blood Brain Barrier	-	0.5500	55.00%
Human oral bioavailability	-	0.5571	55.71%
Subcellular localzation	Mitochondria	0.5542	55.42%
OATP2B1 inhibitior	-	0.8654	86.54%
OATP1B1 inhibitior	+	0.8564	85.64%
OATP1B3 inhibitior	+	0.8703	87.03%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.7071	70.71%
BSEP inhibitior	+	0.5784	57.84%
P-glycoprotein inhibitior	-	0.7502	75.02%
P-glycoprotein substrate	-	0.8896	88.96%
CYP3A4 substrate	+	0.5854	58.54%
CYP2C9 substrate	-	0.5918	59.18%
CYP2D6 substrate	-	0.8604	86.04%
CYP3A4 inhibition	-	0.8915	89.15%
CYP2C9 inhibition	-	0.8458	84.58%
CYP2C19 inhibition	-	0.8207	82.07%
CYP2D6 inhibition	-	0.9518	95.18%
CYP1A2 inhibition	-	0.5684	56.84%
CYP2C8 inhibition	-	0.8031	80.31%
CYP inhibitory promiscuity	-	0.9587	95.87%
UGT catelyzed	-	0.7000	70.00%
Carcinogenicity (binary)	-	0.9100	91.00%
Carcinogenicity (trinary)	Non-required	0.6558	65.58%
Eye corrosion	-	0.9858	98.58%
Eye irritation	-	0.9333	93.33%
Skin irritation	-	0.6076	60.76%
Skin corrosion	-	0.9459	94.59%
Ames mutagenesis	-	0.6800	68.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.6215	62.15%
Micronuclear	-	0.8400	84.00%
Hepatotoxicity	-	0.6709	67.09%
skin sensitisation	-	0.7276	72.76%
Respiratory toxicity	-	0.5333	53.33%
Reproductive toxicity	+	0.6222	62.22%
Mitochondrial toxicity	+	0.5125	51.25%
Nephrotoxicity	+	0.5489	54.89%
Acute Oral Toxicity (c)	III	0.5316	53.16%
Estrogen receptor binding	+	0.8943	89.43%
Androgen receptor binding	+	0.5363	53.63%
Thyroid receptor binding	+	0.7612	76.12%
Glucocorticoid receptor binding	+	0.8948	89.48%
Aromatase binding	+	0.8430	84.30%
PPAR gamma	+	0.5642	56.42%
Honey bee toxicity	-	0.9096	90.96%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	-	0.7100	71.00%
Fish aquatic toxicity	+	0.9690	96.90%

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	90.56%	97.25%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	87.44%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	87.27%	96.09%
CHEMBL4685	P14902	Indoleamine 2,3-dioxygenase	86.67%	96.38%
CHEMBL6136	O60341	Lysine-specific histone demethylase 1	83.78%	95.58%
CHEMBL4227	P25090	Lipoxin A4 receptor	82.84%	100.00%
CHEMBL340	P08684	Cytochrome P450 3A4	82.19%	91.19%
CHEMBL1806	P11388	DNA topoisomerase II alpha	81.52%	89.00%
CHEMBL233	P35372	Mu opioid receptor	81.34%	97.93%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	80.27%	95.50%

Plants that contains it

• Salvia palaestina

Cross-Links

• PubChem: 163092322
• LOTUS: LTS0108764
• wikiData: Q104977580