(Z)-6-[(1S,3R,6R,16R)-6-hydroxy-7,7,16-trimethyl-15-pentacyclo[9.7.0.01,3.03,8.012,16]octadecanyl]-2-methylhept-2-enoic acid

Details

• Internal ID: 57a1190f-a6fe-43d8-8734-e93ba83916bc
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Triterpenoids
• IUPAC Name: (Z)-6-[(1S,3R,6R,16R)-6-hydroxy-7,7,16-trimethyl-15-pentacyclo[9.7.0.01,3.03,8.012,16]octadecanyl]-2-methylhept-2-enoic acid
• SMILES (Canonical): CC(CCC=C(C)C(=O)O)C1CCC2C1(CCC34C2CCC5C3(C4)CCC(C5(C)C)O)C
• SMILES (Isomeric): CC(CC/C=C(/C)\C(=O)O)C1CCC2[C@@]1(CC[C@]34C2CCC5[C@]3(C4)CC[C@H](C5(C)C)O)C
• InChI: InChI=1S/C29H46O3/c1-18(7-6-8-19(2)25(31)32)20-9-10-21-22-11-12-23-26(3,4)24(30)13-14-29(23)17-28(22,29)16-15-27(20,21)5/h8,18,20-24,30H,6-7,9-17H2,1-5H3,(H,31,32)/b19-8-/t18?,20?,21?,22?,23?,24-,27-,28+,29-/m1/s1
• InChI Key: DTTABXYTKOKPLZ-CBDJGDSWSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₉H₄₆O₃
• Molecular Weight: 442.70 g/mol
• Exact Mass: 442.34469533 g/mol
• Topological Polar Surface Area (TPSA): 57.50 Ų
• XlogP: 8.10
• Atomic LogP (AlogP): 6.84
• H-Bond Acceptor: 2
• H-Bond Donor: 2
• Rotatable Bonds: 5

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9960	99.60%
Caco-2	-	0.5901	59.01%
Blood Brain Barrier	-	0.6250	62.50%
Human oral bioavailability	-	0.6286	62.86%
Subcellular localzation	Mitochondria	0.7790	77.90%
OATP2B1 inhibitior	-	0.5710	57.10%
OATP1B1 inhibitior	+	0.8433	84.33%
OATP1B3 inhibitior	+	0.9112	91.12%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.5250	52.50%
BSEP inhibitior	+	0.8887	88.87%
P-glycoprotein inhibitior	-	0.5521	55.21%
P-glycoprotein substrate	-	0.6877	68.77%
CYP3A4 substrate	+	0.6685	66.85%
CYP2C9 substrate	-	0.7939	79.39%
CYP2D6 substrate	-	0.8969	89.69%
CYP3A4 inhibition	-	0.8355	83.55%
CYP2C9 inhibition	-	0.7856	78.56%
CYP2C19 inhibition	-	0.8626	86.26%
CYP2D6 inhibition	-	0.9515	95.15%
CYP1A2 inhibition	-	0.8927	89.27%
CYP2C8 inhibition	-	0.7973	79.73%
CYP inhibitory promiscuity	-	0.7611	76.11%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	1.0000	100.00%
Carcinogenicity (trinary)	Non-required	0.6393	63.93%
Eye corrosion	-	0.9954	99.54%
Eye irritation	-	0.9517	95.17%
Skin irritation	+	0.5973	59.73%
Skin corrosion	-	0.9553	95.53%
Ames mutagenesis	-	0.6491	64.91%
Human Ether-a-go-go-Related Gene inhibition	-	0.4215	42.15%
Micronuclear	-	0.7900	79.00%
Hepatotoxicity	-	0.5265	52.65%
skin sensitisation	-	0.5605	56.05%
Respiratory toxicity	+	0.6333	63.33%
Reproductive toxicity	+	0.9667	96.67%
Mitochondrial toxicity	+	0.9875	98.75%
Nephrotoxicity	-	0.8857	88.57%
Acute Oral Toxicity (c)	III	0.4494	44.94%
Estrogen receptor binding	+	0.8001	80.01%
Androgen receptor binding	+	0.7749	77.49%
Thyroid receptor binding	+	0.6909	69.09%
Glucocorticoid receptor binding	+	0.7769	77.69%
Aromatase binding	+	0.8133	81.33%
PPAR gamma	+	0.6963	69.63%
Honey bee toxicity	-	0.8173	81.73%
Biodegradation	-	0.6750	67.50%
Crustacea aquatic toxicity	-	0.5500	55.00%
Fish aquatic toxicity	+	0.9961	99.61%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL4685	P14902	Indoleamine 2,3-dioxygenase	96.91%	96.38%
CHEMBL253	P34972	Cannabinoid CB2 receptor	95.78%	97.25%
CHEMBL284	P27487	Dipeptidyl peptidase IV	94.41%	95.69%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	93.51%	96.09%
CHEMBL2581	P07339	Cathepsin D	93.44%	98.95%
CHEMBL3807	P17706	T-cell protein-tyrosine phosphatase	93.24%	93.00%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	92.66%	91.11%
CHEMBL221	P23219	Cyclooxygenase-1	92.61%	90.17%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	91.67%	94.45%
CHEMBL233	P35372	Mu opioid receptor	91.18%	97.93%
CHEMBL340	P08684	Cytochrome P450 3A4	89.58%	91.19%
CHEMBL4227	P25090	Lipoxin A4 receptor	86.91%	100.00%
CHEMBL3137262	O60341	LSD1/CoREST complex	86.83%	97.09%
CHEMBL218	P21554	Cannabinoid CB1 receptor	86.57%	96.61%
CHEMBL3145	P42338	PI3-kinase p110-beta subunit	86.25%	98.75%
CHEMBL4394	Q9NYA1	Sphingosine kinase 1	85.20%	96.03%
CHEMBL3359	P21462	Formyl peptide receptor 1	84.34%	93.56%
CHEMBL237	P41145	Kappa opioid receptor	84.19%	98.10%
CHEMBL2514	O95665	Neurotensin receptor 2	84.17%	100.00%
CHEMBL1994	P08235	Mineralocorticoid receptor	83.39%	100.00%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	82.31%	96.95%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	81.12%	90.71%
CHEMBL2274	Q9H228	Sphingosine 1-phosphate receptor Edg-8	80.68%	100.00%
CHEMBL5203	P33316	dUTP pyrophosphatase	80.55%	99.18%

Plants that contains it

• Anemarrhena asphodeloides
• Pyrrosia lingua

Cross-Links

• PubChem: 5318598
• NPASS: NPC271205