(1R,4R,5S,8S,10S,13R,14R,16R,17R,18S,19R,20S)-10-hydroxy-4,5,9,9,13,19,20-heptamethyl-24-oxahexacyclo[14.6.2.01,18.04,17.05,14.08,13]tetracosan-23-one

Details

• Internal ID: 4be11cb3-fe90-464f-b592-d1130b09e8a8
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Triterpenoids
• IUPAC Name: (1R,4R,5S,8S,10S,13R,14R,16R,17R,18S,19R,20S)-10-hydroxy-4,5,9,9,13,19,20-heptamethyl-24-oxahexacyclo[14.6.2.01,18.04,17.05,14.08,13]tetracosan-23-one
• InChI: InChI=1S/C30H48O3/c1-17-8-13-30-15-14-29(7)24(23(30)18(17)2)19(33-25(30)32)16-21-27(5)11-10-22(31)26(3,4)20(27)9-12-28(21,29)6/h17-24,31H,8-16H2,1-7H3/t17-,18+,19+,20+,21+,22-,23-,24+,27-,28-,29+,30+/m0/s1
• InChI Key: WPBGCPZWNLNRGV-HVSASVQGSA-N
• Popularity: 2 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): 46.50 Ų
• XlogP: 7.70
• Atomic LogP (AlogP): 6.62
• H-Bond Acceptor: 3
• 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	+	0.9873	98.73%
Caco-2	+	0.5413	54.13%
Blood Brain Barrier	-	0.6250	62.50%
Human oral bioavailability	-	0.5571	55.71%
Subcellular localzation	Mitochondria	0.7863	78.63%
OATP2B1 inhibitior	-	0.7217	72.17%
OATP1B1 inhibitior	+	0.9058	90.58%
OATP1B3 inhibitior	+	0.9642	96.42%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	0.6500	65.00%
BSEP inhibitior	+	0.5930	59.30%
P-glycoprotein inhibitior	-	0.6126	61.26%
P-glycoprotein substrate	-	0.8184	81.84%
CYP3A4 substrate	+	0.7036	70.36%
CYP2C9 substrate	-	0.7853	78.53%
CYP2D6 substrate	-	0.7667	76.67%
CYP3A4 inhibition	-	0.8254	82.54%
CYP2C9 inhibition	-	0.8601	86.01%
CYP2C19 inhibition	-	0.8946	89.46%
CYP2D6 inhibition	-	0.9683	96.83%
CYP1A2 inhibition	-	0.8878	88.78%
CYP2C8 inhibition	-	0.7293	72.93%
CYP inhibitory promiscuity	-	0.9894	98.94%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.7213	72.13%
Eye corrosion	-	0.9883	98.83%
Eye irritation	-	0.9353	93.53%
Skin irritation	+	0.5238	52.38%
Skin corrosion	-	0.8965	89.65%
Ames mutagenesis	-	0.6800	68.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.3937	39.37%
Micronuclear	-	0.9400	94.00%
Hepatotoxicity	+	0.5618	56.18%
skin sensitisation	-	0.6964	69.64%
Respiratory toxicity	+	0.7444	74.44%
Reproductive toxicity	+	0.7778	77.78%
Mitochondrial toxicity	+	0.7125	71.25%
Nephrotoxicity	-	0.6576	65.76%
Acute Oral Toxicity (c)	III	0.6764	67.64%
Estrogen receptor binding	+	0.7627	76.27%
Androgen receptor binding	+	0.7194	71.94%
Thyroid receptor binding	+	0.6719	67.19%
Glucocorticoid receptor binding	+	0.8073	80.73%
Aromatase binding	+	0.6795	67.95%
PPAR gamma	+	0.5957	59.57%
Honey bee toxicity	-	0.7622	76.22%
Biodegradation	-	0.7250	72.50%
Crustacea aquatic toxicity	+	0.6700	67.00%
Fish aquatic toxicity	+	0.9356	93.56%

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	93.67%	82.69%
CHEMBL3137262	O60341	LSD1/CoREST complex	89.89%	97.09%
CHEMBL1994	P08235	Mineralocorticoid receptor	89.87%	100.00%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	86.86%	96.09%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	86.17%	94.45%
CHEMBL4224	P49759	Dual specificty protein kinase CLK1	82.86%	85.30%
CHEMBL241	Q14432	Phosphodiesterase 3A	82.77%	92.94%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	82.31%	95.56%
CHEMBL1871	P10275	Androgen Receptor	80.02%	96.43%

Plants that contains it

• Mallotus repandus

Cross-Links

• PubChem: 163075162
• LOTUS: LTS0015731
• wikiData: Q105309782