(1S,2S,4S,5R,6S,9S,11R,14R,15S,18S,21R,22S,23R)-9-hydroxy-6,10,10,14,15,21,22-heptamethyl-3,24-dioxaheptacyclo[16.5.2.01,15.02,4.05,14.06,11.018,23]pentacosan-25-one

Details

• Internal ID: f7ac73e8-29bf-40b1-8e97-e8075cc795a1
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Triterpenoids
• IUPAC Name: (1S,2S,4S,5R,6S,9S,11R,14R,15S,18S,21R,22S,23R)-9-hydroxy-6,10,10,14,15,21,22-heptamethyl-3,24-dioxaheptacyclo[16.5.2.01,15.02,4.05,14.06,11.018,23]pentacosan-25-one
• SMILES (Canonical): CC1CCC23CCC4(C5(CCC6C(C(CCC6(C5C7C(C4(C2C1C)OC3=O)O7)C)O)(C)C)C)C
• SMILES (Isomeric): C[C@@H]1CC[C@]23CC[C@]4([C@@]5(CC[C@@H]6[C@@]([C@H]5[C@H]7[C@@H]([C@@]4([C@@H]2[C@H]1C)OC3=O)O7)(CC[C@@H](C6(C)C)O)C)C)C
• InChI: InChI=1S/C30H46O4/c1-16-8-13-29-15-14-28(7)27(6)12-9-18-25(3,4)19(31)10-11-26(18,5)22(27)20-23(33-20)30(28,34-24(29)32)21(29)17(16)2/h16-23,31H,8-15H2,1-7H3/t16-,17+,18+,19+,20+,21-,22-,23+,26+,27-,28+,29+,30-/m1/s1
• InChI Key: QDZJXGADUBRLJZ-NMGCAHQKSA-N
• Popularity: 0 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): 59.10 Ų
• XlogP: 6.50
• Atomic LogP (AlogP): 5.75
• H-Bond Acceptor: 4
• H-Bond Donor: 1
• Rotatable Bonds: 0

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9772	97.72%
Caco-2	-	0.5331	53.31%
Blood Brain Barrier	+	0.5500	55.00%
Human oral bioavailability	-	0.5286	52.86%
Subcellular localzation	Mitochondria	0.6917	69.17%
OATP2B1 inhibitior	-	0.7145	71.45%
OATP1B1 inhibitior	+	0.8870	88.70%
OATP1B3 inhibitior	-	0.2446	24.46%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.5821	58.21%
BSEP inhibitior	+	0.7506	75.06%
P-glycoprotein inhibitior	-	0.6030	60.30%
P-glycoprotein substrate	-	0.7380	73.80%
CYP3A4 substrate	+	0.7134	71.34%
CYP2C9 substrate	-	0.7908	79.08%
CYP2D6 substrate	-	0.7896	78.96%
CYP3A4 inhibition	-	0.6250	62.50%
CYP2C9 inhibition	-	0.7300	73.00%
CYP2C19 inhibition	-	0.7120	71.20%
CYP2D6 inhibition	-	0.9559	95.59%
CYP1A2 inhibition	-	0.6968	69.68%
CYP2C8 inhibition	-	0.6917	69.17%
CYP inhibitory promiscuity	-	0.9758	97.58%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.9800	98.00%
Carcinogenicity (trinary)	Non-required	0.5534	55.34%
Eye corrosion	-	0.9895	98.95%
Eye irritation	-	0.9299	92.99%
Skin irritation	-	0.5296	52.96%
Skin corrosion	-	0.8788	87.88%
Ames mutagenesis	-	0.6600	66.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4603	46.03%
Micronuclear	-	0.7200	72.00%
Hepatotoxicity	-	0.5357	53.57%
skin sensitisation	-	0.8235	82.35%
Respiratory toxicity	+	0.6222	62.22%
Reproductive toxicity	+	0.8222	82.22%
Mitochondrial toxicity	+	0.8125	81.25%
Nephrotoxicity	+	0.5702	57.02%
Acute Oral Toxicity (c)	III	0.4197	41.97%
Estrogen receptor binding	+	0.7042	70.42%
Androgen receptor binding	+	0.7549	75.49%
Thyroid receptor binding	+	0.5817	58.17%
Glucocorticoid receptor binding	+	0.7970	79.70%
Aromatase binding	+	0.7250	72.50%
PPAR gamma	+	0.6169	61.69%
Honey bee toxicity	-	0.7716	77.16%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	+	0.6300	63.00%
Fish aquatic toxicity	+	0.9654	96.54%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	93.10%	82.69%
CHEMBL3137262	O60341	LSD1/CoREST complex	87.90%	97.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	86.80%	91.11%
CHEMBL1914	P06276	Butyrylcholinesterase	86.21%	95.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	85.98%	95.56%
CHEMBL2581	P07339	Cathepsin D	85.47%	98.95%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	84.75%	96.09%
CHEMBL218	P21554	Cannabinoid CB1 receptor	83.91%	96.61%
CHEMBL1994	P08235	Mineralocorticoid receptor	83.29%	100.00%
CHEMBL253	P34972	Cannabinoid CB2 receptor	82.81%	97.25%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	81.65%	97.14%
CHEMBL241	Q14432	Phosphodiesterase 3A	81.48%	92.94%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	80.36%	94.45%
CHEMBL3351	Q13085	Acetyl-CoA carboxylase 1	80.33%	93.04%
CHEMBL1806	P11388	DNA topoisomerase II alpha	80.08%	89.00%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	80.01%	99.23%

Plants that contains it

• Croton steenkampianus
• Daphne aurantiaca
• Garcinia cantleyana
• Hymenodictyon orixense
• Lonicera korolkowii
• Philotheca brucei
• Portulaca pilosa
• Pteridium aquilinum

Cross-Links

• PubChem: 15598293
• NPASS: NPC77020
• LOTUS: LTS0184591
• wikiData: Q105219061