Panduratin H

Details

• Internal ID: b29585c6-78c4-4357-81be-e62f82226eb6
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Monoterpenoids > Aromatic monoterpenoids
• IUPAC Name: methyl (1R,2S,6R)-3-methyl-2-(3-methylbut-2-enyl)-6-phenylcyclohex-3-ene-1-carboxylate
• SMILES (Canonical): CC1=CCC(C(C1CC=C(C)C)C(=O)OC)C2=CC=CC=C2
• SMILES (Isomeric): CC1=CC[C@H]([C@@H]([C@@H]1CC=C(C)C)C(=O)OC)C2=CC=CC=C2
• InChI: InChI=1S/C20H26O2/c1-14(2)10-12-17-15(3)11-13-18(19(17)20(21)22-4)16-8-6-5-7-9-16/h5-11,17-19H,12-13H2,1-4H3/t17-,18+,19-/m1/s1
• InChI Key: OYRJVROOPLKPTA-CEXWTWQISA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₂₀H₂₆O₂
• Molecular Weight: 298.40 g/mol
• Exact Mass: 298.193280068 g/mol
• Topological Polar Surface Area (TPSA): 26.30 Ų
• XlogP: 4.70
• Atomic LogP (AlogP): 4.88
• H-Bond Acceptor: 2
• H-Bond Donor: 0
• Rotatable Bonds: 4

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	1.0000	100.00%
Caco-2	+	0.9405	94.05%
Blood Brain Barrier	+	0.9000	90.00%
Human oral bioavailability	-	0.6714	67.14%
Subcellular localzation	Mitochondria	0.8190	81.90%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9197	91.97%
OATP1B3 inhibitior	+	0.8687	86.87%
MATE1 inhibitior	-	0.9000	90.00%
OCT2 inhibitior	-	0.8250	82.50%
BSEP inhibitior	+	0.8107	81.07%
P-glycoprotein inhibitior	-	0.4943	49.43%
P-glycoprotein substrate	-	0.7888	78.88%
CYP3A4 substrate	+	0.5420	54.20%
CYP2C9 substrate	-	0.6039	60.39%
CYP2D6 substrate	-	0.8499	84.99%
CYP3A4 inhibition	-	0.9779	97.79%
CYP2C9 inhibition	-	0.7847	78.47%
CYP2C19 inhibition	-	0.6127	61.27%
CYP2D6 inhibition	-	0.9340	93.40%
CYP1A2 inhibition	-	0.7913	79.13%
CYP2C8 inhibition	+	0.5189	51.89%
CYP inhibitory promiscuity	+	0.8544	85.44%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.5398	53.98%
Carcinogenicity (trinary)	Non-required	0.6652	66.52%
Eye corrosion	-	0.9672	96.72%
Eye irritation	-	0.8817	88.17%
Skin irritation	-	0.7542	75.42%
Skin corrosion	-	0.9928	99.28%
Ames mutagenesis	-	0.5600	56.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.8561	85.61%
Micronuclear	-	0.8600	86.00%
Hepatotoxicity	+	0.6677	66.77%
skin sensitisation	+	0.5364	53.64%
Respiratory toxicity	+	0.7000	70.00%
Reproductive toxicity	+	0.5521	55.21%
Mitochondrial toxicity	-	0.7750	77.50%
Nephrotoxicity	+	0.5860	58.60%
Acute Oral Toxicity (c)	III	0.7649	76.49%
Estrogen receptor binding	+	0.7297	72.97%
Androgen receptor binding	+	0.5836	58.36%
Thyroid receptor binding	-	0.5670	56.70%
Glucocorticoid receptor binding	+	0.5726	57.26%
Aromatase binding	-	0.5299	52.99%
PPAR gamma	+	0.5691	56.91%
Honey bee toxicity	-	0.8534	85.34%
Biodegradation	-	0.8750	87.50%
Crustacea aquatic toxicity	-	0.6100	61.00%
Fish aquatic toxicity	+	1.0000	100.00%

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	96.65%	91.11%
CHEMBL221	P23219	Cyclooxygenase-1	95.85%	90.17%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	92.63%	96.95%
CHEMBL2581	P07339	Cathepsin D	92.05%	98.95%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	92.01%	96.09%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	91.24%	95.56%
CHEMBL3401	O75469	Pregnane X receptor	88.06%	94.73%
CHEMBL4657	Q6V1X1	Dipeptidyl peptidase VIII	87.69%	97.21%
CHEMBL1293249	Q13887	Kruppel-like factor 5	86.25%	86.33%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	85.43%	85.14%
CHEMBL3137262	O60341	LSD1/CoREST complex	83.90%	97.09%
CHEMBL5028	O14672	ADAM10	83.88%	97.50%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	80.34%	95.50%

Plants that contains it

• Amorphophallus konjac
• Aniba santalodora
• Astragalus circassicus
• Beilschmiedia madang
• Bethencourtia palmensis
• Boesenbergia rotunda
• Boswellia ovalifoliolata
• Campanula bayerniana
• Caucasalia pontica
• Centaurea scoparia
• Centaurea sphaerocephala subsp. sphaerocephala
• Colchicum filifolium
• Dacrycarpus dacrydioides
• Dialium excelsum
• Drymaria cordata
• Erythrina subumbrans
• Euphorbia hylonoma
• Gaillardia coahuilensis
• Hardenbergia violacea
• Heliotropium marifolium
• Helleborus niger subsp. macranthus
• Lepechinia urbanii
• Lindelofia anchusoides subsp. macrostyla
• Lonchocarpus chiricanus
• Maclura cochinchinensis
• Mentzelia decapetala
• Mimosa pigra
• Mucuna holtonii
• Oncosiphon sabulosus
• Pterocaulon serrulatum
• Pulsatilla chinensis
• Quercus marilandica
• Rubia argyi
• Salix rosmarinifolia
• Salvia lavanduloides
• Salvia patens
• Salvia virgata
• Xylopia emarginata

Cross-Links

• PubChem: 24864449
• NPASS: NPC167140
• LOTUS: LTS0041187
• wikiData: Q105203502