3-Ethenyl-3,4a,10a-trimethyl-1,2,5,6,6a,7,8,9,10,10b-decahydrobenzo[f]chromene-7-carboxylic acid

Details

• Internal ID: d42cbdec-73ab-4405-bdcd-d7c55e77f84b
• Taxonomy: Organoheterocyclic compounds > Naphthopyrans
• IUPAC Name: 3-ethenyl-3,4a,10a-trimethyl-1,2,5,6,6a,7,8,9,10,10b-decahydrobenzo[f]chromene-7-carboxylic acid
• SMILES (Canonical): CC1(CCC2C3(CCCC(C3CCC2(O1)C)C(=O)O)C)C=C
• SMILES (Isomeric): CC1(CCC2C3(CCCC(C3CCC2(O1)C)C(=O)O)C)C=C
• InChI: InChI=1S/C19H30O3/c1-5-17(2)11-9-15-18(3)10-6-7-13(16(20)21)14(18)8-12-19(15,4)22-17/h5,13-15H,1,6-12H2,2-4H3,(H,20,21)
• InChI Key: ODDURRZVPUZRPP-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₉H₃₀O₃
• Molecular Weight: 306.40 g/mol
• Exact Mass: 306.21949481 g/mol
• Topological Polar Surface Area (TPSA): 46.50 Ų
• XlogP: 4.10
• Atomic LogP (AlogP): 4.42
• H-Bond Acceptor: 2
• H-Bond Donor: 1
• Rotatable Bonds: 2

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9846	98.46%
Caco-2	+	0.7355	73.55%
Blood Brain Barrier	+	0.6500	65.00%
Human oral bioavailability	-	0.5286	52.86%
Subcellular localzation	Plasma membrane	0.4906	49.06%
OATP2B1 inhibitior	-	0.8600	86.00%
OATP1B1 inhibitior	+	0.8963	89.63%
OATP1B3 inhibitior	+	0.8838	88.38%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.5500	55.00%
BSEP inhibitior	-	0.4584	45.84%
P-glycoprotein inhibitior	-	0.7973	79.73%
P-glycoprotein substrate	-	0.9312	93.12%
CYP3A4 substrate	+	0.6304	63.04%
CYP2C9 substrate	-	0.6036	60.36%
CYP2D6 substrate	-	0.8666	86.66%
CYP3A4 inhibition	-	0.6797	67.97%
CYP2C9 inhibition	-	0.6624	66.24%
CYP2C19 inhibition	-	0.7159	71.59%
CYP2D6 inhibition	-	0.9595	95.95%
CYP1A2 inhibition	-	0.6622	66.22%
CYP2C8 inhibition	-	0.6925	69.25%
CYP inhibitory promiscuity	-	0.9591	95.91%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9100	91.00%
Carcinogenicity (trinary)	Non-required	0.6749	67.49%
Eye corrosion	-	0.9682	96.82%
Eye irritation	-	0.9559	95.59%
Skin irritation	-	0.5963	59.63%
Skin corrosion	-	0.9386	93.86%
Ames mutagenesis	-	0.7500	75.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.7674	76.74%
Micronuclear	-	0.8800	88.00%
Hepatotoxicity	-	0.6334	63.34%
skin sensitisation	-	0.5540	55.40%
Respiratory toxicity	+	0.6333	63.33%
Reproductive toxicity	+	0.5222	52.22%
Mitochondrial toxicity	+	0.5625	56.25%
Nephrotoxicity	+	0.5491	54.91%
Acute Oral Toxicity (c)	III	0.7559	75.59%
Estrogen receptor binding	+	0.7575	75.75%
Androgen receptor binding	+	0.6616	66.16%
Thyroid receptor binding	+	0.7041	70.41%
Glucocorticoid receptor binding	+	0.8300	83.00%
Aromatase binding	+	0.6426	64.26%
PPAR gamma	-	0.5777	57.77%
Honey bee toxicity	-	0.8495	84.95%
Biodegradation	-	0.7000	70.00%
Crustacea aquatic toxicity	-	0.6500	65.00%
Fish aquatic toxicity	+	0.9809	98.09%

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	90.25%	83.82%
CHEMBL340	P08684	Cytochrome P450 3A4	88.12%	91.19%
CHEMBL4246	P42680	Tyrosine-protein kinase TEC	88.12%	82.05%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	88.04%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	87.34%	96.09%
CHEMBL233	P35372	Mu opioid receptor	86.18%	97.93%
CHEMBL253	P34972	Cannabinoid CB2 receptor	86.11%	97.25%
CHEMBL1994	P08235	Mineralocorticoid receptor	82.63%	100.00%
CHEMBL5028	O14672	ADAM10	81.91%	97.50%
CHEMBL4227	P25090	Lipoxin A4 receptor	81.03%	100.00%
CHEMBL5600	P27448	Serine/threonine-protein kinase c-TAK1	80.27%	88.81%
CHEMBL3351	Q13085	Acetyl-CoA carboxylase 1	80.24%	93.04%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	80.19%	99.23%
CHEMBL4685	P14902	Indoleamine 2,3-dioxygenase	80.09%	96.38%

Plants that contains it

• Tripterygium wilfordii

Cross-Links

• PubChem: 73809768
• LOTUS: LTS0138962
• wikiData: Q105189779