3beta-[[(2E,4E)-1-Oxo-2,4-decadienyl]oxy]-5alpha-tirucallane-7,24-diene

Details

• Internal ID: 4fb70b14-fb47-48b0-b296-22c21a627ad0
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Triterpenoids
• IUPAC Name: [(3S,5R,9R,10R,13S,14S,17S)-4,4,10,13,14-pentamethyl-17-[(2S)-6-methylhept-5-en-2-yl]-2,3,5,6,9,11,12,15,16,17-decahydro-1H-cyclopenta[a]phenanthren-3-yl] (2E,4E)-deca-2,4-dienoate
• SMILES (Canonical): CCCCCC=CC=CC(=O)OC1CCC2(C3CCC4(C(CCC4(C3=CCC2C1(C)C)C)C(C)CCC=C(C)C)C)C
• SMILES (Isomeric): CCCCC/C=C/C=C/C(=O)O[C@H]1CC[C@@]2([C@H]3CC[C@]4([C@@H](CC[C@@]4(C3=CC[C@H]2C1(C)C)C)[C@@H](C)CCC=C(C)C)C)C
• InChI: InChI=1S/C40H64O2/c1-10-11-12-13-14-15-16-20-36(41)42-35-25-26-38(7)32-24-28-39(8)31(30(4)19-17-18-29(2)3)23-27-40(39,9)33(32)21-22-34(38)37(35,5)6/h14-16,18,20-21,30-32,34-35H,10-13,17,19,22-28H2,1-9H3/b15-14+,20-16+/t30-,31-,32-,34-,35-,38+,39-,40+/m0/s1
• InChI Key: LVAWHVQSZABIAT-GIIREKLGSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₄₀H₆₄O₂
• Molecular Weight: 576.90 g/mol
• Exact Mass: 576.49063128 g/mol
• Topological Polar Surface Area (TPSA): 26.30 Ų
• XlogP: 13.30
• Atomic LogP (AlogP): 11.58
• H-Bond Acceptor: 2
• H-Bond Donor: 0
• Rotatable Bonds: 11

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	-	0.7353	73.53%
Blood Brain Barrier	+	0.6250	62.50%
Human oral bioavailability	-	0.6857	68.57%
Subcellular localzation	Mitochondria	0.5662	56.62%
OATP2B1 inhibitior	-	0.7144	71.44%
OATP1B1 inhibitior	+	0.6869	68.69%
OATP1B3 inhibitior	+	0.9480	94.80%
MATE1 inhibitior	-	0.7400	74.00%
OCT2 inhibitior	-	0.5750	57.50%
BSEP inhibitior	+	0.9968	99.68%
P-glycoprotein inhibitior	+	0.8278	82.78%
P-glycoprotein substrate	+	0.5654	56.54%
CYP3A4 substrate	+	0.7142	71.42%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.9117	91.17%
CYP3A4 inhibition	-	0.8309	83.09%
CYP2C9 inhibition	-	0.8703	87.03%
CYP2C19 inhibition	+	0.7387	73.87%
CYP2D6 inhibition	-	0.9169	91.69%
CYP1A2 inhibition	-	0.9248	92.48%
CYP2C8 inhibition	+	0.6432	64.32%
CYP inhibitory promiscuity	-	0.5066	50.66%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9500	95.00%
Carcinogenicity (trinary)	Non-required	0.4961	49.61%
Eye corrosion	-	0.9889	98.89%
Eye irritation	-	0.9331	93.31%
Skin irritation	-	0.5214	52.14%
Skin corrosion	-	0.9823	98.23%
Ames mutagenesis	-	0.8137	81.37%
Human Ether-a-go-go-Related Gene inhibition	+	0.8648	86.48%
Micronuclear	-	0.8100	81.00%
Hepatotoxicity	-	0.6333	63.33%
skin sensitisation	+	0.5849	58.49%
Respiratory toxicity	+	0.6111	61.11%
Reproductive toxicity	+	0.9000	90.00%
Mitochondrial toxicity	+	0.7125	71.25%
Nephrotoxicity	-	0.7660	76.60%
Acute Oral Toxicity (c)	III	0.8186	81.86%
Estrogen receptor binding	+	0.7571	75.71%
Androgen receptor binding	+	0.7768	77.68%
Thyroid receptor binding	+	0.5277	52.77%
Glucocorticoid receptor binding	+	0.8248	82.48%
Aromatase binding	+	0.6789	67.89%
PPAR gamma	+	0.6147	61.47%
Honey bee toxicity	-	0.8036	80.36%
Biodegradation	-	0.9250	92.50%
Crustacea aquatic toxicity	+	0.6653	66.53%
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
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	98.53%	94.45%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	97.83%	96.09%
CHEMBL2581	P07339	Cathepsin D	97.63%	98.95%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	97.58%	91.11%
CHEMBL221	P23219	Cyclooxygenase-1	96.63%	90.17%
CHEMBL3359	P21462	Formyl peptide receptor 1	95.85%	93.56%
CHEMBL253	P34972	Cannabinoid CB2 receptor	92.60%	97.25%
CHEMBL3060	Q9Y345	Glycine transporter 2	92.34%	99.17%
CHEMBL4227	P25090	Lipoxin A4 receptor	90.63%	100.00%
CHEMBL2274	Q9H228	Sphingosine 1-phosphate receptor Edg-8	89.42%	100.00%
CHEMBL5608	Q16288	NT-3 growth factor receptor	87.76%	95.89%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	87.40%	82.69%
CHEMBL3137262	O60341	LSD1/CoREST complex	86.78%	97.09%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	86.63%	95.50%
CHEMBL5255	O00206	Toll-like receptor 4	84.89%	92.50%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	84.64%	95.56%
CHEMBL1994	P08235	Mineralocorticoid receptor	84.43%	100.00%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	84.06%	92.62%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	84.04%	90.71%
CHEMBL3892	Q99500	Sphingosine 1-phosphate receptor Edg-3	82.72%	97.29%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	82.62%	94.33%
CHEMBL3430907	Q96GD4	Aurora kinase B/Inner centromere protein	82.44%	97.50%
CHEMBL5043	Q6P179	Endoplasmic reticulum aminopeptidase 2	80.98%	91.81%
CHEMBL2413	P32246	C-C chemokine receptor type 1	80.77%	89.50%
CHEMBL340	P08684	Cytochrome P450 3A4	80.32%	91.19%
CHEMBL2001	Q9H244	Purinergic receptor P2Y12	80.19%	96.00%

Plants that contains it

• Astragalus captiosus
• Caesalpinia pulcherrima
• Dryopteris sacrosancta
• Eleusine indica
• Euphorbia retusa
• Heimia salicifolia
• Lemna trisulca
• Microlepia speluncae
• Narcissus cuneiflorus
• Osteospermum vaillantii
• Rubus conduplicatus
• Scutellaria orientalis

Cross-Links

• PubChem: 44233678
• NPASS: NPC267119
• LOTUS: LTS0128086
• wikiData: Q105157760