Neogrifolin

Details

• Internal ID: 8daec12d-ec8b-4893-a16e-15126f01de88
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Sesquiterpenoids
• IUPAC Name: 5-methyl-4-[(2E,6E)-3,7,11-trimethyldodeca-2,6,10-trienyl]benzene-1,3-diol
• SMILES (Canonical): CC1=CC(=CC(=C1CC=C(C)CCC=C(C)CCC=C(C)C)O)O
• SMILES (Isomeric): CC1=CC(=CC(=C1C/C=C(\C)/CC/C=C(\C)/CCC=C(C)C)O)O
• InChI: InChI=1S/C22H32O2/c1-16(2)8-6-9-17(3)10-7-11-18(4)12-13-21-19(5)14-20(23)15-22(21)24/h8,10,12,14-15,23-24H,6-7,9,11,13H2,1-5H3/b17-10+,18-12+
• InChI Key: JWDIUXFSIWOGDP-VZRGJMDUSA-N
• Popularity: 27 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₂H₃₂O₂
• Molecular Weight: 328.50 g/mol
• Exact Mass: 328.240230259 g/mol
• Topological Polar Surface Area (TPSA): 40.50 Ų
• XlogP: 7.20
• Atomic LogP (AlogP): 6.37
• H-Bond Acceptor: 2
• H-Bond Donor: 2
• Rotatable Bonds: 8

Synonyms

• 23665-96-5
• 5-methyl-4-[(2E,6E)-3,7,11-trimethyldodeca-2,6,10-trienyl]benzene-1,3-diol
• CHEMBL4641877
• 1,3-Benzenediol, 5-methyl-4-[(2E,6E)-3,7,11-trimethyl-2,6,10-dodecatrien-1-yl]-
• 5-Methyl-4-((2E,6E)-3,7,11-trimethyldodeca-2,6,10-trien-1-yl)benzene-1,3-diol
• 5-methyl-4-[(2E,6E)-3,7,11-trimethyldodeca-2,6,10-trien-1-yl]benzene-1,3-diol
• starbld0006025
• MEGxm0_000089
• ACon1_000698
• CHEBI:170126
• DTXSID701318136
• BDBM50537952
• AKOS040762105
• NCGC00169446-01
• BRD-K77797958-001-01-4
• 5-Methyl-6-(3,7,11-trimethyl-2,6,10-dodecatrienyl)-1,3-benzenediol
• E,E,5-Methyl-4-(3,7,11-trimethyl-2,6,10-dodecatrienyl)-1,3-benzenediol

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9957	99.57%
Caco-2	+	0.7797	77.97%
Blood Brain Barrier	+	0.6250	62.50%
Human oral bioavailability	-	0.6429	64.29%
Subcellular localzation	Mitochondria	0.7293	72.93%
OATP2B1 inhibitior	-	0.7164	71.64%
OATP1B1 inhibitior	+	0.9153	91.53%
OATP1B3 inhibitior	+	0.9216	92.16%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	0.6500	65.00%
BSEP inhibitior	+	0.7099	70.99%
P-glycoprotein inhibitior	-	0.5000	50.00%
P-glycoprotein substrate	-	0.9253	92.53%
CYP3A4 substrate	-	0.5577	55.77%
CYP2C9 substrate	-	0.7887	78.87%
CYP2D6 substrate	+	0.3876	38.76%
CYP3A4 inhibition	+	0.6702	67.02%
CYP2C9 inhibition	+	0.5476	54.76%
CYP2C19 inhibition	+	0.5851	58.51%
CYP2D6 inhibition	-	0.8163	81.63%
CYP1A2 inhibition	+	0.8349	83.49%
CYP2C8 inhibition	-	0.6887	68.87%
CYP inhibitory promiscuity	+	0.7659	76.59%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.7739	77.39%
Carcinogenicity (trinary)	Non-required	0.7074	70.74%
Eye corrosion	-	0.9205	92.05%
Eye irritation	-	0.6661	66.61%
Skin irritation	-	0.6342	63.42%
Skin corrosion	-	0.7970	79.70%
Ames mutagenesis	-	0.6500	65.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.8074	80.74%
Micronuclear	-	0.9300	93.00%
Hepatotoxicity	-	0.6875	68.75%
skin sensitisation	+	0.7763	77.63%
Respiratory toxicity	-	0.5444	54.44%
Reproductive toxicity	-	0.5556	55.56%
Mitochondrial toxicity	-	0.6250	62.50%
Nephrotoxicity	-	0.7064	70.64%
Acute Oral Toxicity (c)	III	0.7001	70.01%
Estrogen receptor binding	+	0.6764	67.64%
Androgen receptor binding	+	0.5248	52.48%
Thyroid receptor binding	+	0.7047	70.47%
Glucocorticoid receptor binding	+	0.6385	63.85%
Aromatase binding	+	0.5954	59.54%
PPAR gamma	+	0.9163	91.63%
Honey bee toxicity	-	0.8772	87.72%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	+	0.6600	66.00%
Fish aquatic toxicity	+	0.9972	99.72%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	97.18%	91.11%
CHEMBL4769	O95749	Geranylgeranyl pyrophosphate synthetase	95.93%	92.08%
CHEMBL3401	O75469	Pregnane X receptor	94.77%	94.73%
CHEMBL2581	P07339	Cathepsin D	90.81%	98.95%
CHEMBL1929	P47989	Xanthine dehydrogenase	90.80%	96.12%
CHEMBL3060	Q9Y345	Glycine transporter 2	87.07%	99.17%
CHEMBL4657	Q6V1X1	Dipeptidyl peptidase VIII	84.58%	97.21%
CHEMBL1951	P21397	Monoamine oxidase A	84.13%	91.49%
CHEMBL2107	P61073	C-X-C chemokine receptor type 4	84.12%	93.10%
CHEMBL4208	P20618	Proteasome component C5	82.58%	90.00%

Plants that contains it

• Alcea rosea
• Alpinia roxburghii
• Balanops australiana
• Davallia perdurans
• Euonymus tingens
• Euphorbia cornigera
• Gonzalezia decurrens
• Hylocomium splendens
• Kokoona reflexa
• Maesa ramentacea
• Millettia laurentii
• Monodora tenuifolia
• Ocimum tenuiflorum
• Pinus strobus
• Pinus sylvestris
• Pluchea odorata
• Salacia lehmbachii
• Salvia yosgadensis
• Sideritis brevibracteata
• Sideroxylon cubense

Cross-Links

• PubChem: 9874426
• NPASS: NPC311881
• LOTUS: LTS0260066
• wikiData: Q105136098