3-[(1S,4R,5R,8S,9S,12S,13R)-13-ethyl-5-[(2R)-4-hydroxy-6-methylhept-5-en-2-yl]-4,8-dimethyl-12-tetracyclo[7.5.0.01,13.04,8]tetradecanyl]but-3-enoic acid

Details

• Internal ID: 493060ec-cf1e-44f3-9236-46b67400a32e
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Triterpenoids
• IUPAC Name: 3-[(1S,4R,5R,8S,9S,12S,13R)-13-ethyl-5-[(2R)-4-hydroxy-6-methylhept-5-en-2-yl]-4,8-dimethyl-12-tetracyclo[7.5.0.01,13.04,8]tetradecanyl]but-3-enoic acid
• SMILES (Canonical): CCC12CC13CCC4(C(CCC4(C3CCC2C(=C)CC(=O)O)C)C(C)CC(C=C(C)C)O)C
• SMILES (Isomeric): CC[C@]12C[C@]13CC[C@@]4([C@H](CC[C@]4([C@@H]3CC[C@H]2C(=C)CC(=O)O)C)[C@H](C)CC(C=C(C)C)O)C
• InChI: InChI=1S/C30H48O3/c1-8-29-18-30(29)14-13-27(6)23(20(4)16-22(31)15-19(2)3)11-12-28(27,7)25(30)10-9-24(29)21(5)17-26(32)33/h15,20,22-25,31H,5,8-14,16-18H2,1-4,6-7H3,(H,32,33)/t20-,22?,23-,24+,25+,27-,28+,29-,30+/m1/s1
• InChI Key: DHLITVSEXMVYCO-BNTMASFDSA-N
• Popularity: 0 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): 57.50 Ų
• XlogP: 8.90
• Atomic LogP (AlogP): 7.40
• H-Bond Acceptor: 2
• H-Bond Donor: 2
• Rotatable Bonds: 8

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9962	99.62%
Caco-2	-	0.5382	53.82%
Blood Brain Barrier	+	0.7000	70.00%
Human oral bioavailability	-	0.5429	54.29%
Subcellular localzation	Mitochondria	0.4976	49.76%
OATP2B1 inhibitior	-	0.7116	71.16%
OATP1B1 inhibitior	+	0.8107	81.07%
OATP1B3 inhibitior	+	0.9318	93.18%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	0.6500	65.00%
BSEP inhibitior	+	0.8730	87.30%
P-glycoprotein inhibitior	-	0.4735	47.35%
P-glycoprotein substrate	+	0.5352	53.52%
CYP3A4 substrate	+	0.6538	65.38%
CYP2C9 substrate	-	0.6653	66.53%
CYP2D6 substrate	-	0.8408	84.08%
CYP3A4 inhibition	-	0.6806	68.06%
CYP2C9 inhibition	-	0.7886	78.86%
CYP2C19 inhibition	-	0.8284	82.84%
CYP2D6 inhibition	-	0.9238	92.38%
CYP1A2 inhibition	-	0.8227	82.27%
CYP2C8 inhibition	+	0.5000	50.00%
CYP inhibitory promiscuity	-	0.6461	64.61%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.8200	82.00%
Carcinogenicity (trinary)	Non-required	0.6611	66.11%
Eye corrosion	-	0.9912	99.12%
Eye irritation	-	0.9260	92.60%
Skin irritation	-	0.5572	55.72%
Skin corrosion	-	0.9564	95.64%
Ames mutagenesis	-	0.6400	64.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.6171	61.71%
Micronuclear	-	0.7700	77.00%
Hepatotoxicity	-	0.5683	56.83%
skin sensitisation	+	0.5318	53.18%
Respiratory toxicity	+	0.5444	54.44%
Reproductive toxicity	+	0.6392	63.92%
Mitochondrial toxicity	+	0.7750	77.50%
Nephrotoxicity	-	0.7021	70.21%
Acute Oral Toxicity (c)	III	0.3490	34.90%
Estrogen receptor binding	+	0.7449	74.49%
Androgen receptor binding	+	0.7545	75.45%
Thyroid receptor binding	+	0.6448	64.48%
Glucocorticoid receptor binding	+	0.7350	73.50%
Aromatase binding	+	0.7678	76.78%
PPAR gamma	+	0.6751	67.51%
Honey bee toxicity	-	0.7327	73.27%
Biodegradation	-	0.8750	87.50%
Crustacea aquatic toxicity	-	0.8000	80.00%
Fish aquatic toxicity	+	1.0000	100.00%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL221	P23219	Cyclooxygenase-1	98.04%	90.17%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	97.42%	96.09%
CHEMBL2581	P07339	Cathepsin D	97.14%	98.95%
CHEMBL253	P34972	Cannabinoid CB2 receptor	96.81%	97.25%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	94.41%	91.11%
CHEMBL340	P08684	Cytochrome P450 3A4	93.36%	91.19%
CHEMBL4227	P25090	Lipoxin A4 receptor	89.40%	100.00%
CHEMBL268	P43235	Cathepsin K	89.07%	96.85%
CHEMBL3807	P17706	T-cell protein-tyrosine phosphatase	88.70%	93.00%
CHEMBL218	P21554	Cannabinoid CB1 receptor	87.96%	96.61%
CHEMBL4685	P14902	Indoleamine 2,3-dioxygenase	87.38%	96.38%
CHEMBL3359	P21462	Formyl peptide receptor 1	86.90%	93.56%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	86.65%	96.95%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	84.49%	94.45%
CHEMBL3130	O00329	PI3-kinase p110-delta subunit	84.00%	96.47%
CHEMBL220	P22303	Acetylcholinesterase	83.87%	94.45%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	82.94%	95.89%
CHEMBL2514	O95665	Neurotensin receptor 2	82.56%	100.00%
CHEMBL3430907	Q96GD4	Aurora kinase B/Inner centromere protein	82.42%	97.50%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	82.29%	95.50%
CHEMBL1075317	P61964	WD repeat-containing protein 5	81.70%	96.33%
CHEMBL2413	P32246	C-C chemokine receptor type 1	81.66%	89.50%
CHEMBL4246	P42680	Tyrosine-protein kinase TEC	81.61%	82.05%
CHEMBL2001	Q9H244	Purinergic receptor P2Y12	80.98%	96.00%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	80.84%	94.33%
CHEMBL3267	P48736	PI3-kinase p110-gamma subunit	80.72%	95.71%
CHEMBL2274	Q9H228	Sphingosine 1-phosphate receptor Edg-8	80.44%	100.00%

Plants that contains it

• Kadsura coccinea

Cross-Links

• PubChem: 100923247
• LOTUS: LTS0184310
• wikiData: Q104980324