Vitetrifolin C

Details

• Internal ID: c386cabb-d757-41f9-80a5-089c820560b5
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Diterpenoids > Colensane and clerodane diterpenoids
• IUPAC Name: [(2S,3R,4R,4aS)-4-[2-(furan-3-yl)ethyl]-4-hydroxy-3,4a,8,8-tetramethyl-3,5,6,7-tetrahydro-2H-naphthalen-2-yl] acetate
• SMILES (Canonical): CC1C(C=C2C(CCCC2(C1(CCC3=COC=C3)O)C)(C)C)OC(=O)C
• SMILES (Isomeric): C[C@@H]1[C@H](C=C2[C@@]([C@]1(CCC3=COC=C3)O)(CCCC2(C)C)C)OC(=O)C
• InChI: InChI=1S/C22H32O4/c1-15-18(26-16(2)23)13-19-20(3,4)9-6-10-21(19,5)22(15,24)11-7-17-8-12-25-14-17/h8,12-15,18,24H,6-7,9-11H2,1-5H3/t15-,18+,21+,22-/m1/s1
• InChI Key: SGXFKBQPKLDSQY-RWBNYIAVSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₂₂H₃₂O₄
• Molecular Weight: 360.50 g/mol
• Exact Mass: 360.23005950 g/mol
• Topological Polar Surface Area (TPSA): 59.70 Ų
• XlogP: 4.50
• Atomic LogP (AlogP): 4.67
• H-Bond Acceptor: 4
• H-Bond Donor: 1
• Rotatable Bonds: 4

Synonyms

• [(2S,3R,4R,4As)-4-[2-(furan-3-yl)ethyl]-4-hydroxy-3,4a,8,8-tetramethyl-3,5,6,7-tetrahydro-2H-naphthalen-2-yl] acetate

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9961	99.61%
Caco-2	+	0.7628	76.28%
Blood Brain Barrier	+	0.6750	67.50%
Human oral bioavailability	-	0.8143	81.43%
Subcellular localzation	Mitochondria	0.7552	75.52%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	-	0.3443	34.43%
OATP1B3 inhibitior	-	0.2954	29.54%
MATE1 inhibitior	-	0.9000	90.00%
OCT2 inhibitior	-	0.7000	70.00%
BSEP inhibitior	+	0.7928	79.28%
P-glycoprotein inhibitior	+	0.6334	63.34%
P-glycoprotein substrate	-	0.5923	59.23%
CYP3A4 substrate	+	0.6465	64.65%
CYP2C9 substrate	-	0.8024	80.24%
CYP2D6 substrate	-	0.8430	84.30%
CYP3A4 inhibition	+	0.7461	74.61%
CYP2C9 inhibition	-	0.5374	53.74%
CYP2C19 inhibition	-	0.5115	51.15%
CYP2D6 inhibition	-	0.9126	91.26%
CYP1A2 inhibition	-	0.5056	50.56%
CYP2C8 inhibition	+	0.5398	53.98%
CYP inhibitory promiscuity	-	0.6307	63.07%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.9500	95.00%
Carcinogenicity (trinary)	Non-required	0.5732	57.32%
Eye corrosion	-	0.9937	99.37%
Eye irritation	-	0.9465	94.65%
Skin irritation	+	0.5256	52.56%
Skin corrosion	-	0.9414	94.14%
Ames mutagenesis	-	0.5800	58.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7936	79.36%
Micronuclear	-	0.7500	75.00%
Hepatotoxicity	+	0.5699	56.99%
skin sensitisation	-	0.8134	81.34%
Respiratory toxicity	+	0.5222	52.22%
Reproductive toxicity	+	0.9556	95.56%
Mitochondrial toxicity	+	0.9250	92.50%
Nephrotoxicity	-	0.7962	79.62%
Acute Oral Toxicity (c)	I	0.5311	53.11%
Estrogen receptor binding	+	0.7296	72.96%
Androgen receptor binding	+	0.6991	69.91%
Thyroid receptor binding	+	0.7097	70.97%
Glucocorticoid receptor binding	+	0.7367	73.67%
Aromatase binding	+	0.7536	75.36%
PPAR gamma	-	0.4919	49.19%
Honey bee toxicity	-	0.8407	84.07%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	-	0.5200	52.00%
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	97.87%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	97.35%	96.09%
CHEMBL253	P34972	Cannabinoid CB2 receptor	97.20%	97.25%
CHEMBL2581	P07339	Cathepsin D	92.67%	98.95%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	90.91%	94.45%
CHEMBL1293249	Q13887	Kruppel-like factor 5	90.51%	86.33%
CHEMBL4040	P28482	MAP kinase ERK2	89.32%	83.82%
CHEMBL4481	P35228	Nitric oxide synthase, inducible	87.50%	94.80%
CHEMBL3137262	O60341	LSD1/CoREST complex	84.66%	97.09%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	82.82%	92.62%
CHEMBL2274	Q9H228	Sphingosine 1-phosphate receptor Edg-8	81.28%	100.00%
CHEMBL5608	Q16288	NT-3 growth factor receptor	81.03%	95.89%
CHEMBL3807	P17706	T-cell protein-tyrosine phosphatase	80.92%	93.00%

Plants that contains it

• Abies alba
• Alkanna hirsutissima
• Amsinckia menziesii
• Buddleja davidii
• Calea megacephala
• Cordyline indivisa
• Corydalis cornuta
• Delphinium campylocentrum
• Disepalum plagioneurum
• Eremophila serrulata
• Grindelia hirsutula
• Hakea salicifolia
• Haloxylon salicornicum
• Jasminum grandiflorum
• Leucanthemum maximum
• Melaleuca uncinata
• Mentha arvensis
• Persea indica
• Phegopteris microstegia
• Picris asplenioides subsp. asplenioides
• Piper aequale
• Primula hirsuta
• Putranjiva roxburghii
• Rhododendron ferrugineum
• Rodgersia podophylla
• Salvia nubicola
• Scapania nemorea
• Senecio scandens
• Vallaris solanacea
• Viscum coloratum
• Vitex trifolia

Cross-Links

• PubChem: 15543012
• NPASS: NPC30395
• LOTUS: LTS0270771
• wikiData: Q105252690