3-[(1S,4R,5R,8S,9S,12S,13R)-5-[(2R,5R)-5-hydroxy-6-methylhept-6-en-2-yl]-4,8-dimethyl-12-prop-1-en-2-yl-13-tetracyclo[7.5.0.01,13.04,8]tetradecanyl]propanoic acid

Details

• Internal ID: aff1a713-d508-4e2b-be93-56b0c505405d
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Triterpenoids
• IUPAC Name: 3-[(1S,4R,5R,8S,9S,12S,13R)-5-[(2R,5R)-5-hydroxy-6-methylhept-6-en-2-yl]-4,8-dimethyl-12-prop-1-en-2-yl-13-tetracyclo[7.5.0.01,13.04,8]tetradecanyl]propanoic acid
• SMILES (Canonical): CC(CCC(C(=C)C)O)C1CCC2(C1(CCC34C2CCC(C3(C4)CCC(=O)O)C(=C)C)C)C
• SMILES (Isomeric): C[C@H](CC[C@H](C(=C)C)O)[C@H]1CC[C@@]2([C@@]1(CC[C@]34[C@H]2CC[C@H]([C@]3(C4)CCC(=O)O)C(=C)C)C)C
• InChI: InChI=1S/C30H48O3/c1-19(2)22-9-11-25-28(7)14-12-23(21(5)8-10-24(31)20(3)4)27(28,6)16-17-30(25)18-29(22,30)15-13-26(32)33/h21-25,31H,1,3,8-18H2,2,4-7H3,(H,32,33)/t21-,22+,23-,24-,25+,27-,28+,29-,30+/m1/s1
• InChI Key: AAYWYJTVGMRGJT-ZIEQYTQCSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₀H₄₈O₃
• Molecular Weight: 456.70 g/mol
• Exact Mass: 456.36034539 g/mol
• Topological Polar Surface Area (TPSA): 57.50 Ų
• XlogP: 8.70
• Atomic LogP (AlogP): 7.40
• H-Bond Acceptor: 2
• H-Bond Donor: 2
• Rotatable Bonds: 9

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9956	99.56%
Caco-2	-	0.5728	57.28%
Blood Brain Barrier	+	0.6500	65.00%
Human oral bioavailability	+	0.5857	58.57%
Subcellular localzation	Mitochondria	0.5901	59.01%
OATP2B1 inhibitior	-	0.5727	57.27%
OATP1B1 inhibitior	+	0.8497	84.97%
OATP1B3 inhibitior	+	0.8996	89.96%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	0.5750	57.50%
BSEP inhibitior	+	0.5631	56.31%
P-glycoprotein inhibitior	-	0.5902	59.02%
P-glycoprotein substrate	+	0.5229	52.29%
CYP3A4 substrate	+	0.6727	67.27%
CYP2C9 substrate	-	0.6653	66.53%
CYP2D6 substrate	-	0.8408	84.08%
CYP3A4 inhibition	-	0.6627	66.27%
CYP2C9 inhibition	-	0.8016	80.16%
CYP2C19 inhibition	-	0.8774	87.74%
CYP2D6 inhibition	-	0.9453	94.53%
CYP1A2 inhibition	-	0.8156	81.56%
CYP2C8 inhibition	-	0.6709	67.09%
CYP inhibitory promiscuity	-	0.8058	80.58%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.8800	88.00%
Carcinogenicity (trinary)	Non-required	0.6405	64.05%
Eye corrosion	-	0.9916	99.16%
Eye irritation	-	0.9166	91.66%
Skin irritation	-	0.5327	53.27%
Skin corrosion	-	0.9553	95.53%
Ames mutagenesis	-	0.7100	71.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5410	54.10%
Micronuclear	-	0.7600	76.00%
Hepatotoxicity	-	0.5142	51.42%
skin sensitisation	+	0.4911	49.11%
Respiratory toxicity	+	0.5444	54.44%
Reproductive toxicity	+	0.7222	72.22%
Mitochondrial toxicity	+	0.8250	82.50%
Nephrotoxicity	-	0.7209	72.09%
Acute Oral Toxicity (c)	III	0.4051	40.51%
Estrogen receptor binding	+	0.6459	64.59%
Androgen receptor binding	+	0.7410	74.10%
Thyroid receptor binding	+	0.6043	60.43%
Glucocorticoid receptor binding	+	0.7286	72.86%
Aromatase binding	+	0.7163	71.63%
PPAR gamma	+	0.6315	63.15%
Honey bee toxicity	-	0.7818	78.18%
Biodegradation	-	0.7500	75.00%
Crustacea aquatic toxicity	-	0.7800	78.00%
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
CHEMBL253	P34972	Cannabinoid CB2 receptor	97.90%	97.25%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	97.71%	96.09%
CHEMBL2581	P07339	Cathepsin D	95.85%	98.95%
CHEMBL218	P21554	Cannabinoid CB1 receptor	93.64%	96.61%
CHEMBL4040	P28482	MAP kinase ERK2	92.53%	83.82%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	92.29%	91.11%
CHEMBL340	P08684	Cytochrome P450 3A4	88.89%	91.19%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	87.36%	94.45%
CHEMBL221	P23219	Cyclooxygenase-1	87.14%	90.17%
CHEMBL3807	P17706	T-cell protein-tyrosine phosphatase	86.85%	93.00%
CHEMBL4227	P25090	Lipoxin A4 receptor	86.84%	100.00%
CHEMBL3130	O00329	PI3-kinase p110-delta subunit	86.19%	96.47%
CHEMBL237	P41145	Kappa opioid receptor	86.14%	98.10%
CHEMBL4685	P14902	Indoleamine 2,3-dioxygenase	85.82%	96.38%
CHEMBL4618	P09960	Leukotriene A4 hydrolase	85.76%	97.86%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	85.60%	96.95%
CHEMBL233	P35372	Mu opioid receptor	85.02%	97.93%
CHEMBL4681	P42330	Aldo-keto-reductase family 1 member C3	83.37%	89.05%
CHEMBL3137262	O60341	LSD1/CoREST complex	83.25%	97.09%
CHEMBL236	P41143	Delta opioid receptor	83.02%	99.35%
CHEMBL3359	P21462	Formyl peptide receptor 1	82.01%	93.56%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	81.76%	95.89%
CHEMBL2514	O95665	Neurotensin receptor 2	81.46%	100.00%
CHEMBL4208	P20618	Proteasome component C5	81.10%	90.00%
CHEMBL4683	Q12884	Fibroblast activation protein alpha	80.65%	93.07%
CHEMBL3145	P42338	PI3-kinase p110-beta subunit	80.48%	98.75%
CHEMBL3267	P48736	PI3-kinase p110-gamma subunit	80.40%	95.71%

Plants that contains it

• Euphorbia humifusa
• Kadsura coccinea

Cross-Links

• PubChem: 163004524
• LOTUS: LTS0168531
• wikiData: Q104908463