[(3S,4aR,6aR,6bS,8aR,12aR,14aR,14bR)-4,4,6a,6b,8a,11,11,14b-octamethyl-1,2,3,4a,5,6,7,8,9,10,12,12a,14,14a-tetradecahydropicen-3-yl] (9Z,12Z)-octadeca-9,12-dienoate

Details

• Internal ID: 7cb33531-a416-4311-b918-1987ca706d9f
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Triterpenoids
• IUPAC Name: [(3S,4aR,6aR,6bS,8aR,12aR,14aR,14bR)-4,4,6a,6b,8a,11,11,14b-octamethyl-1,2,3,4a,5,6,7,8,9,10,12,12a,14,14a-tetradecahydropicen-3-yl] (9Z,12Z)-octadeca-9,12-dienoate
• InChI: InChI=1S/C48H80O2/c1-10-11-12-13-14-15-16-17-18-19-20-21-22-23-24-25-42(49)50-41-29-30-46(7)39(44(41,4)5)28-31-48(9)40(46)27-26-37-38-36-43(2,3)32-33-45(38,6)34-35-47(37,48)8/h14-15,17-18,26,38-41H,10-13,16,19-25,27-36H2,1-9H3/b15-14-,18-17-/t38-,39-,40+,41-,45+,46-,47+,48+/m0/s1
• InChI Key: GSTPMGXNIQLCGP-XOUWFVAVSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₄₈H₈₀O₂
• Molecular Weight: 689.10 g/mol
• Exact Mass: 688.61583179 g/mol
• Topological Polar Surface Area (TPSA): 26.30 Ų
• XlogP: 16.50
• Atomic LogP (AlogP): 14.53
• H-Bond Acceptor: 2
• H-Bond Donor: 0
• Rotatable Bonds: 15

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	-	0.8075	80.75%
Blood Brain Barrier	+	0.6500	65.00%
Human oral bioavailability	-	0.5429	54.29%
Subcellular localzation	Mitochondria	0.5882	58.82%
OATP2B1 inhibitior	-	0.5662	56.62%
OATP1B1 inhibitior	-	0.3626	36.26%
OATP1B3 inhibitior	+	0.9632	96.32%
MATE1 inhibitior	-	0.8800	88.00%
OCT2 inhibitior	-	0.6750	67.50%
BSEP inhibitior	+	0.9717	97.17%
P-glycoprotein inhibitior	+	0.7545	75.45%
P-glycoprotein substrate	-	0.6136	61.36%
CYP3A4 substrate	+	0.7197	71.97%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8683	86.83%
CYP3A4 inhibition	-	0.7876	78.76%
CYP2C9 inhibition	-	0.8472	84.72%
CYP2C19 inhibition	+	0.7145	71.45%
CYP2D6 inhibition	-	0.9134	91.34%
CYP1A2 inhibition	-	0.9025	90.25%
CYP2C8 inhibition	+	0.7005	70.05%
CYP inhibitory promiscuity	-	0.5850	58.50%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9043	90.43%
Carcinogenicity (trinary)	Non-required	0.5112	51.12%
Eye corrosion	-	0.9864	98.64%
Eye irritation	-	0.9062	90.62%
Skin irritation	-	0.6018	60.18%
Skin corrosion	-	0.9862	98.62%
Ames mutagenesis	-	0.7832	78.32%
Human Ether-a-go-go-Related Gene inhibition	-	0.3842	38.42%
Micronuclear	-	0.8200	82.00%
Hepatotoxicity	-	0.8216	82.16%
skin sensitisation	+	0.6354	63.54%
Respiratory toxicity	+	0.5778	57.78%
Reproductive toxicity	+	0.8333	83.33%
Mitochondrial toxicity	+	0.6000	60.00%
Nephrotoxicity	-	0.8513	85.13%
Acute Oral Toxicity (c)	III	0.8600	86.00%
Estrogen receptor binding	+	0.7152	71.52%
Androgen receptor binding	+	0.7010	70.10%
Thyroid receptor binding	-	0.5000	50.00%
Glucocorticoid receptor binding	+	0.7259	72.59%
Aromatase binding	+	0.6387	63.87%
PPAR gamma	+	0.6436	64.36%
Honey bee toxicity	-	0.8595	85.95%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	+	0.8678	86.78%
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
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	97.61%	96.09%
CHEMBL3060	Q9Y345	Glycine transporter 2	96.99%	99.17%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	96.85%	91.11%
CHEMBL221	P23219	Cyclooxygenase-1	96.68%	90.17%
CHEMBL2581	P07339	Cathepsin D	96.64%	98.95%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	96.05%	94.45%
CHEMBL335	P18031	Protein-tyrosine phosphatase 1B	92.83%	95.17%
CHEMBL5255	O00206	Toll-like receptor 4	92.72%	92.50%
CHEMBL3137262	O60341	LSD1/CoREST complex	90.86%	97.09%
CHEMBL253	P34972	Cannabinoid CB2 receptor	90.68%	97.25%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	89.72%	82.69%
CHEMBL4227	P25090	Lipoxin A4 receptor	88.52%	100.00%
CHEMBL5608	Q16288	NT-3 growth factor receptor	88.05%	95.89%
CHEMBL5043	Q6P179	Endoplasmic reticulum aminopeptidase 2	87.49%	91.81%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	86.76%	95.56%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	86.50%	94.33%
CHEMBL2274	Q9H228	Sphingosine 1-phosphate receptor Edg-8	86.33%	100.00%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	85.34%	92.62%
CHEMBL4657	Q6V1X1	Dipeptidyl peptidase VIII	83.15%	97.21%
CHEMBL4769	O95749	Geranylgeranyl pyrophosphate synthetase	82.06%	92.08%
CHEMBL1907600	Q00535	Cyclin-dependent kinase 5/CDK5 activator 1	81.61%	93.03%
CHEMBL299	P17252	Protein kinase C alpha	81.38%	98.03%
CHEMBL1994	P08235	Mineralocorticoid receptor	81.14%	100.00%
CHEMBL3807	P17706	T-cell protein-tyrosine phosphatase	81.06%	93.00%
CHEMBL3430907	Q96GD4	Aurora kinase B/Inner centromere protein	80.64%	97.50%
CHEMBL4224	P49759	Dual specificty protein kinase CLK1	80.36%	85.30%

Plants that contains it

• Apium graveolens

Cross-Links

• PubChem: 21159076
• LOTUS: LTS0155065
• wikiData: Q105017755