CID 3003153

Details

• Internal ID: 0938191b-15f0-4363-8a73-fe6b0ae23546
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Triterpenoids
• IUPAC Name: (1S,2S,6S,11S,14S,15R,18R,20S)-20-hydroxy-8,8,14,15,19,19-hexamethyl-21-oxahexacyclo[18.2.2.01,18.02,15.05,14.06,11]tetracos-4-ene-11-carboxylic acid
• SMILES (Canonical): CC1(CCC2(CCC3(C(=CCC4C3(CCC5C46CCC(C5(C)C)(OC6)O)C)C2C1)C)C(=O)O)C
• SMILES (Isomeric): C[C@@]12CC[C@@H]3[C@@]4([C@H]1CC=C5[C@]2(CC[C@@]6([C@H]5CC(CC6)(C)C)C(=O)O)C)CC[C@@](C3(C)C)(OC4)O
• InChI: InChI=1S/C30H46O4/c1-24(2)11-13-28(23(31)32)14-12-26(5)19(20(28)17-24)7-8-22-27(26,6)10-9-21-25(3,4)30(33)16-15-29(21,22)18-34-30/h7,20-22,33H,8-18H2,1-6H3,(H,31,32)/t20-,21-,22-,26+,27+,28-,29+,30-/m0/s1
• InChI Key: UFVGYQQCHANGSN-SSLXYFFCSA-N
• Popularity: 3 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₀H₄₆O₄
• Molecular Weight: 470.70 g/mol
• Exact Mass: 470.33960994 g/mol
• Topological Polar Surface Area (TPSA): 66.80 Ų
• XlogP: 6.50
• Atomic LogP (AlogP): 6.57
• H-Bond Acceptor: 3
• H-Bond Donor: 2
• Rotatable Bonds: 1

Synonyms

• 32303-26-7
• AKOS040752415

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9848	98.48%
Caco-2	-	0.5374	53.74%
Blood Brain Barrier	-	0.8250	82.50%
Human oral bioavailability	+	0.5857	58.57%
Subcellular localzation	Mitochondria	0.8858	88.58%
OATP2B1 inhibitior	-	0.8606	86.06%
OATP1B1 inhibitior	+	0.7688	76.88%
OATP1B3 inhibitior	+	0.9147	91.47%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	0.5818	58.18%
BSEP inhibitior	+	0.9308	93.08%
P-glycoprotein inhibitior	-	0.7538	75.38%
P-glycoprotein substrate	-	0.7595	75.95%
CYP3A4 substrate	+	0.6287	62.87%
CYP2C9 substrate	-	0.7981	79.81%
CYP2D6 substrate	-	0.8639	86.39%
CYP3A4 inhibition	-	0.7714	77.14%
CYP2C9 inhibition	-	0.9057	90.57%
CYP2C19 inhibition	-	0.9199	91.99%
CYP2D6 inhibition	-	0.9308	93.08%
CYP1A2 inhibition	-	0.7664	76.64%
CYP2C8 inhibition	+	0.4622	46.22%
CYP inhibitory promiscuity	-	0.9461	94.61%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9600	96.00%
Carcinogenicity (trinary)	Non-required	0.6605	66.05%
Eye corrosion	-	0.9922	99.22%
Eye irritation	-	0.9104	91.04%
Skin irritation	-	0.5241	52.41%
Skin corrosion	-	0.9534	95.34%
Ames mutagenesis	-	0.7637	76.37%
Human Ether-a-go-go-Related Gene inhibition	-	0.5781	57.81%
Micronuclear	-	0.8400	84.00%
Hepatotoxicity	-	0.7375	73.75%
skin sensitisation	-	0.7455	74.55%
Respiratory toxicity	-	0.5111	51.11%
Reproductive toxicity	+	0.9222	92.22%
Mitochondrial toxicity	+	0.6375	63.75%
Nephrotoxicity	+	0.6184	61.84%
Acute Oral Toxicity (c)	III	0.7036	70.36%
Estrogen receptor binding	+	0.8455	84.55%
Androgen receptor binding	+	0.6997	69.97%
Thyroid receptor binding	+	0.6424	64.24%
Glucocorticoid receptor binding	+	0.8443	84.43%
Aromatase binding	+	0.7561	75.61%
PPAR gamma	+	0.6497	64.97%
Honey bee toxicity	-	0.8817	88.17%
Biodegradation	-	0.8750	87.50%
Crustacea aquatic toxicity	-	0.6500	65.00%
Fish aquatic toxicity	+	0.9838	98.38%

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	96.23%	94.45%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	93.75%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	91.41%	96.09%
CHEMBL3137262	O60341	LSD1/CoREST complex	89.33%	97.09%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	88.27%	96.77%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	85.70%	95.56%
CHEMBL2581	P07339	Cathepsin D	85.68%	98.95%
CHEMBL3807	P17706	T-cell protein-tyrosine phosphatase	85.21%	93.00%
CHEMBL1994	P08235	Mineralocorticoid receptor	84.27%	100.00%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	83.37%	99.23%
CHEMBL4227	P25090	Lipoxin A4 receptor	81.25%	100.00%

Plants that contains it

• Aglaia elaeagnoidea
• Aristolochia littoralis
• Astragalus gummifer
• Brucea javanica
• Cardiospermum halicacabum
• Centaurea nigrescens
• Cirsium japonicum
• Coreopsis fasciculata
• Crepis foetida
• Crinum viviparum
• Cuphea carthagenensis
• Dioscoreophyllum cumminsii
• Dorstenia lindeniana
• Erigeron canadensis
• Euphorbia segetalis
• Garcinia celebica
• Lantana camara
• Lippia turbinata
• Liquidambar formosana
• Mulguraea tridens
• Ozoroa insignis
• Pachylobus normandii
• Parastrephia lepidophylla
• Penstemon secundiflorus
• Phedimus kamtschaticus
• Phlogacanthus thyrsiformis
• Phytolacca acinosa
• Piper arboreum
• Pouzolzia occidentalis
• Punica granatum
• Riccia fluitans
• Ruta microcarpa
• Selinum carvifolium
• Sidastrum multiflorum
• Syncolostemon parviflorus
• Thuja plicata
• Triglochin maritima
• Urtica triangularis
• Varronia multispicata
• Zanthoxylum schreberi

Cross-Links

• PubChem: 3003153
• NPASS: NPC79742
• LOTUS: LTS0071558
• wikiData: Q105272159