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

Details

• Internal ID: 96ee90d2-6253-4aee-b67d-aa6b93dfec33
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Triterpenoids
• IUPAC Name: (Z)-2-(hydroxymethyl)-6-[(1S,3R,6S,15R,16R)-6-hydroxy-7,7,16-trimethyl-15-pentacyclo[9.7.0.01,3.03,8.012,16]octadecanyl]hept-2-enoic acid
• SMILES (Canonical): CC(CCC=C(CO)C(=O)O)C1CCC2C1(CCC34C2CCC5C3(C4)CCC(C5(C)C)O)C
• SMILES (Isomeric): CC(CC/C=C(/CO)\C(=O)O)[C@H]1CCC2[C@@]1(CC[C@]34C2CCC5[C@]3(C4)CC[C@@H](C5(C)C)O)C
• InChI: InChI=1S/C29H46O4/c1-18(6-5-7-19(16-30)25(32)33)20-8-9-21-22-10-11-23-26(2,3)24(31)12-13-29(23)17-28(22,29)15-14-27(20,21)4/h7,18,20-24,30-31H,5-6,8-17H2,1-4H3,(H,32,33)/b19-7-/t18?,20-,21?,22?,23?,24+,27-,28+,29-/m1/s1
• InChI Key: JHNPSDFJISCODJ-HNUKLNQISA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₉H₄₆O₄
• Molecular Weight: 458.70 g/mol
• Exact Mass: 458.33960994 g/mol
• Topological Polar Surface Area (TPSA): 77.80 Ų
• XlogP: 6.80
• Atomic LogP (AlogP): 5.82
• H-Bond Acceptor: 3
• H-Bond Donor: 3
• Rotatable Bonds: 6

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9836	98.36%
Caco-2	-	0.6578	65.78%
Blood Brain Barrier	-	0.5250	52.50%
Human oral bioavailability	-	0.5143	51.43%
Subcellular localzation	Mitochondria	0.7220	72.20%
OATP2B1 inhibitior	-	0.5646	56.46%
OATP1B1 inhibitior	+	0.8608	86.08%
OATP1B3 inhibitior	+	0.8249	82.49%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	0.6292	62.92%
BSEP inhibitior	+	0.8294	82.94%
P-glycoprotein inhibitior	-	0.5589	55.89%
P-glycoprotein substrate	-	0.6444	64.44%
CYP3A4 substrate	+	0.6720	67.20%
CYP2C9 substrate	-	0.8046	80.46%
CYP2D6 substrate	-	0.8987	89.87%
CYP3A4 inhibition	-	0.9136	91.36%
CYP2C9 inhibition	-	0.5485	54.85%
CYP2C19 inhibition	-	0.9013	90.13%
CYP2D6 inhibition	-	0.9402	94.02%
CYP1A2 inhibition	-	0.8860	88.60%
CYP2C8 inhibition	-	0.7968	79.68%
CYP inhibitory promiscuity	-	0.8340	83.40%
UGT catelyzed	+	0.9000	90.00%
Carcinogenicity (binary)	-	1.0000	100.00%
Carcinogenicity (trinary)	Non-required	0.6959	69.59%
Eye corrosion	-	0.9929	99.29%
Eye irritation	-	0.9405	94.05%
Skin irritation	-	0.5157	51.57%
Skin corrosion	-	0.9538	95.38%
Ames mutagenesis	-	0.6965	69.65%
Human Ether-a-go-go-Related Gene inhibition	-	0.5000	50.00%
Micronuclear	-	0.8400	84.00%
Hepatotoxicity	-	0.6613	66.13%
skin sensitisation	-	0.8298	82.98%
Respiratory toxicity	+	0.7111	71.11%
Reproductive toxicity	+	0.9444	94.44%
Mitochondrial toxicity	+	0.8750	87.50%
Nephrotoxicity	-	0.8674	86.74%
Acute Oral Toxicity (c)	I	0.4023	40.23%
Estrogen receptor binding	+	0.7760	77.60%
Androgen receptor binding	+	0.7634	76.34%
Thyroid receptor binding	+	0.6578	65.78%
Glucocorticoid receptor binding	+	0.7791	77.91%
Aromatase binding	+	0.7791	77.91%
PPAR gamma	+	0.7176	71.76%
Honey bee toxicity	-	0.8241	82.41%
Biodegradation	-	0.7000	70.00%
Crustacea aquatic toxicity	-	0.6400	64.00%
Fish aquatic toxicity	+	0.9899	98.99%

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	97.61%	96.38%
CHEMBL233	P35372	Mu opioid receptor	95.59%	97.93%
CHEMBL253	P34972	Cannabinoid CB2 receptor	94.94%	97.25%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	93.13%	96.09%
CHEMBL221	P23219	Cyclooxygenase-1	92.58%	90.17%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	92.05%	94.45%
CHEMBL2581	P07339	Cathepsin D	90.98%	98.95%
CHEMBL3807	P17706	T-cell protein-tyrosine phosphatase	90.10%	93.00%
CHEMBL4394	Q9NYA1	Sphingosine kinase 1	88.84%	96.03%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	88.42%	91.11%
CHEMBL3145	P42338	PI3-kinase p110-beta subunit	87.72%	98.75%
CHEMBL237	P41145	Kappa opioid receptor	87.56%	98.10%
CHEMBL3359	P21462	Formyl peptide receptor 1	87.39%	93.56%
CHEMBL226	P30542	Adenosine A1 receptor	86.65%	95.93%
CHEMBL340	P08684	Cytochrome P450 3A4	86.63%	91.19%
CHEMBL218	P21554	Cannabinoid CB1 receptor	86.49%	96.61%
CHEMBL2514	O95665	Neurotensin receptor 2	86.35%	100.00%
CHEMBL4227	P25090	Lipoxin A4 receptor	86.30%	100.00%
CHEMBL1994	P08235	Mineralocorticoid receptor	85.00%	100.00%
CHEMBL3137262	O60341	LSD1/CoREST complex	84.21%	97.09%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	83.67%	90.71%
CHEMBL5103	Q969S8	Histone deacetylase 10	82.65%	90.08%
CHEMBL325	Q13547	Histone deacetylase 1	82.07%	95.92%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	82.05%	95.56%
CHEMBL3130	O00329	PI3-kinase p110-delta subunit	81.49%	96.47%
CHEMBL2274	Q9H228	Sphingosine 1-phosphate receptor Edg-8	81.48%	100.00%
CHEMBL236	P41143	Delta opioid receptor	81.27%	99.35%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	80.75%	94.33%
CHEMBL5608	Q16288	NT-3 growth factor receptor	80.72%	95.89%
CHEMBL3430907	Q96GD4	Aurora kinase B/Inner centromere protein	80.32%	97.50%

Plants that contains it

• Sorghum bicolor

Cross-Links

• PubChem: 5318257
• NPASS: NPC93817