(3S,6R,7R,8R,11R,12S,15S,16R,19R,21R)-8,19-dihydroxy-3,7,11,16,20,20-hexamethylpentacyclo[13.8.0.03,12.06,11.016,21]tricos-1-ene-7-carboxylic acid

Details

• Internal ID: 64962b1c-0621-4426-8e6f-1b6686201171
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Triterpenoids
• IUPAC Name: (3S,6R,7R,8R,11R,12S,15S,16R,19R,21R)-8,19-dihydroxy-3,7,11,16,20,20-hexamethylpentacyclo[13.8.0.03,12.06,11.016,21]tricos-1-ene-7-carboxylic acid
• InChI: InChI=1S/C30H48O4/c1-26(2)20-9-7-18-17-27(3)14-11-22-29(5,16-13-24(32)30(22,6)25(33)34)21(27)10-8-19(18)28(20,4)15-12-23(26)31/h17,19-24,31-32H,7-16H2,1-6H3,(H,33,34)/t19-,20-,21-,22+,23+,24+,27-,28+,29+,30+/m0/s1
• InChI Key: UCBRMUIDZFUDIJ-KBUITVGKSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₀H₄₈O₄
• Molecular Weight: 472.70 g/mol
• Exact Mass: 472.35526001 g/mol
• Topological Polar Surface Area (TPSA): 77.80 Ų
• XlogP: 7.00
• Atomic LogP (AlogP): 6.20
• H-Bond Acceptor: 3
• H-Bond Donor: 3
• Rotatable Bonds: 1

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9887	98.87%
Caco-2	-	0.6176	61.76%
Blood Brain Barrier	-	0.7000	70.00%
Human oral bioavailability	-	0.5714	57.14%
Subcellular localzation	Mitochondria	0.7777	77.77%
OATP2B1 inhibitior	-	0.7120	71.20%
OATP1B1 inhibitior	+	0.9027	90.27%
OATP1B3 inhibitior	-	0.4369	43.69%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	0.6071	60.71%
BSEP inhibitior	+	0.8689	86.89%
P-glycoprotein inhibitior	-	0.6490	64.90%
P-glycoprotein substrate	-	0.8129	81.29%
CYP3A4 substrate	+	0.6227	62.27%
CYP2C9 substrate	-	0.8404	84.04%
CYP2D6 substrate	-	0.8509	85.09%
CYP3A4 inhibition	-	0.8626	86.26%
CYP2C9 inhibition	-	0.7483	74.83%
CYP2C19 inhibition	-	0.8532	85.32%
CYP2D6 inhibition	-	0.9491	94.91%
CYP1A2 inhibition	-	0.8204	82.04%
CYP2C8 inhibition	-	0.7288	72.88%
CYP inhibitory promiscuity	-	0.9313	93.13%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	1.0000	100.00%
Carcinogenicity (trinary)	Non-required	0.6516	65.16%
Eye corrosion	-	0.9927	99.27%
Eye irritation	-	0.9253	92.53%
Skin irritation	+	0.5807	58.07%
Skin corrosion	-	0.9443	94.43%
Ames mutagenesis	-	0.7454	74.54%
Human Ether-a-go-go-Related Gene inhibition	-	0.4184	41.84%
Micronuclear	-	0.8500	85.00%
Hepatotoxicity	-	0.6374	63.74%
skin sensitisation	-	0.6350	63.50%
Respiratory toxicity	+	0.6333	63.33%
Reproductive toxicity	+	0.9222	92.22%
Mitochondrial toxicity	+	0.8125	81.25%
Nephrotoxicity	-	0.9001	90.01%
Acute Oral Toxicity (c)	I	0.6777	67.77%
Estrogen receptor binding	+	0.7464	74.64%
Androgen receptor binding	+	0.6782	67.82%
Thyroid receptor binding	+	0.5802	58.02%
Glucocorticoid receptor binding	+	0.7459	74.59%
Aromatase binding	+	0.6045	60.45%
PPAR gamma	+	0.5919	59.19%
Honey bee toxicity	-	0.8778	87.78%
Biodegradation	-	0.8500	85.00%
Crustacea aquatic toxicity	-	0.6400	64.00%
Fish aquatic toxicity	+	0.9953	99.53%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL221	P23219	Cyclooxygenase-1	93.00%	90.17%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	92.93%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	86.28%	91.11%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	85.17%	94.45%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	84.89%	95.56%
CHEMBL5608	Q16288	NT-3 growth factor receptor	83.14%	95.89%
CHEMBL5028	O14672	ADAM10	82.43%	97.50%
CHEMBL4227	P25090	Lipoxin A4 receptor	80.54%	100.00%

Plants that contains it

• Lycopodium japonicum

Cross-Links

• PubChem: 101316831
• NPASS: NPC69314
• LOTUS: LTS0073715
• wikiData: Q105269797