Vitetrifolin B

Details

• Internal ID: 30eb7220-4641-402e-ad67-12dbf62e3b86
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Diterpenoids > Colensane and clerodane diterpenoids
• IUPAC Name: [(1S,3R,4R,4aS,8aS)-4-[2-(furan-3-yl)ethyl]-4-hydroxy-3,4a,8,8-tetramethyl-2,3,5,6,7,8a-hexahydro-1H-naphthalen-1-yl] acetate
• SMILES (Canonical): CC1CC(C2C(CCCC2(C1(CCC3=COC=C3)O)C)(C)C)OC(=O)C
• SMILES (Isomeric): C[C@@H]1C[C@@H]([C@@H]2[C@@]([C@]1(CCC3=COC=C3)O)(CCCC2(C)C)C)OC(=O)C
• InChI: InChI=1S/C22H34O4/c1-15-13-18(26-16(2)23)19-20(3,4)9-6-10-21(19,5)22(15,24)11-7-17-8-12-25-14-17/h8,12,14-15,18-19,24H,6-7,9-11,13H2,1-5H3/t15-,18+,19+,21+,22-/m1/s1
• InChI Key: QKHCQFQIJKXMOE-WGMIIJIISA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₂₂H₃₄O₄
• Molecular Weight: 362.50 g/mol
• Exact Mass: 362.24570956 g/mol
• Topological Polar Surface Area (TPSA): 59.70 Ų
• XlogP: 5.00
• Atomic LogP (AlogP): 4.75
• H-Bond Acceptor: 4
• H-Bond Donor: 1
• Rotatable Bonds: 4

Synonyms

• [(1S,3R,4R,4As,8aS)-4-[2-(furan-3-yl)ethyl]-4-hydroxy-3,4a,8,8-tetramethyl-2,3,5,6,7,8a-hexahydro-1H-naphthalen-1-yl] acetate

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9920	99.20%
Caco-2	+	0.6954	69.54%
Blood Brain Barrier	-	0.5500	55.00%
Human oral bioavailability	-	0.6714	67.14%
Subcellular localzation	Mitochondria	0.7661	76.61%
OATP2B1 inhibitior	-	0.8640	86.40%
OATP1B1 inhibitior	-	0.3587	35.87%
OATP1B3 inhibitior	+	0.8103	81.03%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	0.7500	75.00%
BSEP inhibitior	-	0.5185	51.85%
P-glycoprotein inhibitior	-	0.5590	55.90%
P-glycoprotein substrate	-	0.6097	60.97%
CYP3A4 substrate	+	0.6721	67.21%
CYP2C9 substrate	-	0.7982	79.82%
CYP2D6 substrate	-	0.8292	82.92%
CYP3A4 inhibition	+	0.6955	69.55%
CYP2C9 inhibition	-	0.6120	61.20%
CYP2C19 inhibition	-	0.6371	63.71%
CYP2D6 inhibition	-	0.9401	94.01%
CYP1A2 inhibition	-	0.8323	83.23%
CYP2C8 inhibition	+	0.6488	64.88%
CYP inhibitory promiscuity	-	0.8200	82.00%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.9300	93.00%
Carcinogenicity (trinary)	Non-required	0.6824	68.24%
Eye corrosion	-	0.9944	99.44%
Eye irritation	-	0.9479	94.79%
Skin irritation	-	0.5320	53.20%
Skin corrosion	-	0.9356	93.56%
Ames mutagenesis	-	0.5854	58.54%
Human Ether-a-go-go-Related Gene inhibition	+	0.7253	72.53%
Micronuclear	-	0.8600	86.00%
Hepatotoxicity	+	0.5303	53.03%
skin sensitisation	-	0.8612	86.12%
Respiratory toxicity	+	0.5444	54.44%
Reproductive toxicity	+	0.8333	83.33%
Mitochondrial toxicity	+	0.8500	85.00%
Nephrotoxicity	-	0.6297	62.97%
Acute Oral Toxicity (c)	III	0.5583	55.83%
Estrogen receptor binding	+	0.8472	84.72%
Androgen receptor binding	+	0.6058	60.58%
Thyroid receptor binding	+	0.6777	67.77%
Glucocorticoid receptor binding	+	0.8536	85.36%
Aromatase binding	+	0.6758	67.58%
PPAR gamma	+	0.5283	52.83%
Honey bee toxicity	-	0.8157	81.57%
Biodegradation	-	0.7250	72.50%
Crustacea aquatic toxicity	+	0.6100	61.00%
Fish aquatic toxicity	+	0.9936	99.36%

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	97.66%	91.11%
CHEMBL253	P34972	Cannabinoid CB2 receptor	97.51%	97.25%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	97.26%	96.09%
CHEMBL2581	P07339	Cathepsin D	92.70%	98.95%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	92.40%	94.45%
CHEMBL1293249	Q13887	Kruppel-like factor 5	92.40%	86.33%
CHEMBL3137262	O60341	LSD1/CoREST complex	90.24%	97.09%
CHEMBL2996	Q05655	Protein kinase C delta	89.20%	97.79%
CHEMBL3807	P17706	T-cell protein-tyrosine phosphatase	83.19%	93.00%
CHEMBL2274	Q9H228	Sphingosine 1-phosphate receptor Edg-8	81.70%	100.00%
CHEMBL1806	P11388	DNA topoisomerase II alpha	80.82%	89.00%
CHEMBL340	P08684	Cytochrome P450 3A4	80.70%	91.19%

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
• Vitex trifolia subsp. litoralis

Cross-Links

• PubChem: 15543011
• NPASS: NPC224684
• LOTUS: LTS0244281
• wikiData: Q105223113