Salaspermic acid

Details

• Internal ID: f744e0fe-22b1-47cf-b952-66c6cc16e746
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Triterpenoids
• IUPAC Name: (1R,4S,5R,8S,11R,13R,14S,17R,18S,21S,24R)-21-hydroxy-5,8,11,14,17,24-hexamethyl-22-oxahexacyclo[19.2.1.01,18.04,17.05,14.08,13]tetracosane-11-carboxylic acid
• SMILES (Canonical): CC1C23CCC4C(C2CCC1(OC3)O)(CCC5(C4(CCC6(C5CC(CC6)(C)C(=O)O)C)C)C)C
• SMILES (Isomeric): C[C@@H]1[C@@]23CC[C@H]4[C@]([C@@H]2CC[C@@]1(OC3)O)(CC[C@@]5([C@@]4(CC[C@@]6([C@H]5C[C@](CC6)(C)C(=O)O)C)C)C)C
• InChI: InChI=1S/C30H48O4/c1-19-29-9-7-20-26(4,21(29)8-10-30(19,33)34-18-29)14-16-28(6)22-17-25(3,23(31)32)12-11-24(22,2)13-15-27(20,28)5/h19-22,33H,7-18H2,1-6H3,(H,31,32)/t19-,20+,21+,22-,24-,25-,26-,27-,28+,29+,30+/m1/s1
• InChI Key: ZXENWDWQTWYUGY-UUZWCOCASA-N
• Popularity: 4 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): 66.80 Ų
• XlogP: 7.20
• Atomic LogP (AlogP): 6.65
• H-Bond Acceptor: 3
• H-Bond Donor: 2
• Rotatable Bonds: 1

Synonyms

• 71247-78-4
• (3beta,20alpha)-3,24-Epoxy-3-hydroxy-D:A-friedooleanan-29-oic acid
• CHEBI:66153
• (1R,4S,5R,8S,11R,13R,14S,17R,18S,21S,24R)-21-hydroxy-5,8,11,14,17,24-hexamethyl-22-oxahexacyclo[19.2.1.01,18.04,17.05,14.08,13]tetracosane-11-carboxylic acid
• AKOS040762291
• LMPR0106150039
• Q27134675
• (3S,5aR,7aS,7bR,9aS,12R,13aR,13bS,15aR,15bS,16R)-3-hydroxy-7b,9a,12,13b,15a,16-hexamethylicosahydro-3,5a-methanochryseno[2,1-c]oxepine-12(5H)-carboxylic acid

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9833	98.33%
Caco-2	-	0.5539	55.39%
Blood Brain Barrier	-	0.6750	67.50%
Human oral bioavailability	-	0.5286	52.86%
Subcellular localzation	Mitochondria	0.7377	73.77%
OATP2B1 inhibitior	-	0.5759	57.59%
OATP1B1 inhibitior	+	0.9054	90.54%
OATP1B3 inhibitior	+	0.9373	93.73%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	0.5894	58.94%
BSEP inhibitior	+	0.8068	80.68%
P-glycoprotein inhibitior	-	0.7101	71.01%
P-glycoprotein substrate	-	0.6890	68.90%
CYP3A4 substrate	+	0.6165	61.65%
CYP2C9 substrate	-	0.7958	79.58%
CYP2D6 substrate	-	0.8617	86.17%
CYP3A4 inhibition	-	0.7158	71.58%
CYP2C9 inhibition	-	0.8588	85.88%
CYP2C19 inhibition	-	0.8988	89.88%
CYP2D6 inhibition	-	0.9599	95.99%
CYP1A2 inhibition	-	0.8077	80.77%
CYP2C8 inhibition	-	0.6809	68.09%
CYP inhibitory promiscuity	-	0.9617	96.17%
UGT catelyzed	+	0.9000	90.00%
Carcinogenicity (binary)	-	1.0000	100.00%
Carcinogenicity (trinary)	Non-required	0.6496	64.96%
Eye corrosion	-	0.9916	99.16%
Eye irritation	-	0.9359	93.59%
Skin irritation	-	0.5349	53.49%
Skin corrosion	-	0.9336	93.36%
Ames mutagenesis	-	0.7300	73.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.3912	39.12%
Micronuclear	-	0.9100	91.00%
Hepatotoxicity	-	0.6977	69.77%
skin sensitisation	-	0.9032	90.32%
Respiratory toxicity	+	0.5111	51.11%
Reproductive toxicity	+	0.8111	81.11%
Mitochondrial toxicity	+	0.9000	90.00%
Nephrotoxicity	+	0.6390	63.90%
Acute Oral Toxicity (c)	III	0.5019	50.19%
Estrogen receptor binding	+	0.7171	71.71%
Androgen receptor binding	+	0.6480	64.80%
Thyroid receptor binding	+	0.6199	61.99%
Glucocorticoid receptor binding	+	0.7250	72.50%
Aromatase binding	+	0.7113	71.13%
PPAR gamma	+	0.6247	62.47%
Honey bee toxicity	-	0.8053	80.53%
Biodegradation	-	0.7250	72.50%
Crustacea aquatic toxicity	-	0.6734	67.34%
Fish aquatic toxicity	+	0.9700	97.00%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL253	P34972	Cannabinoid CB2 receptor	93.40%	97.25%
CHEMBL4685	P14902	Indoleamine 2,3-dioxygenase	91.04%	96.38%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	90.56%	96.09%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	89.70%	94.45%
CHEMBL241	Q14432	Phosphodiesterase 3A	89.27%	92.94%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	86.30%	91.11%
CHEMBL340	P08684	Cytochrome P450 3A4	86.13%	91.19%
CHEMBL3807	P17706	T-cell protein-tyrosine phosphatase	85.63%	93.00%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	85.32%	99.23%
CHEMBL237	P41145	Kappa opioid receptor	84.55%	98.10%
CHEMBL3351	Q13085	Acetyl-CoA carboxylase 1	83.75%	93.04%
CHEMBL1994	P08235	Mineralocorticoid receptor	83.67%	100.00%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	83.27%	82.69%
CHEMBL3137262	O60341	LSD1/CoREST complex	81.44%	97.09%

Plants that contains it

• Adenopeltis serrata
• Bituminaria bituminosa
• Centaurea seridis
• Chrozophora tinctoria
• Cneorum pulverulentum
• Dalbergia stipulacea
• Delphinium ajacis
• Elaeagnus commutata
• Eucalyptus flocktoniae
• Flindersia brayleyana
• Glyptopetalum sclerocarpum
• Heracleum sphondylium
• Jungermannia obovata
• Kokoona ochracea
• Kummerowia striata
• Mascarenhasia arborescens
• Meconopsis napaulensis
• Merremia umbellata
• Millettia conraui
• Orthosphenia mexicana
• Palafoxia rosea
• Pedicularis condensata
• Perityle vaseyi
• Phoebe formosana
• Piloselloides hirsuta
• Plectranthus garckeanus
• Plenckia populnea
• Porella swartziana
• Quercus mongolica
• Rheum webbianum
• Salacia chinensis
• Salacia macrosperma
• Salvia coulteri
• Satureja cuneifolia
• Senecio flavus
• Sida cordifolia
• Solanum sisymbriifolium
• Thymbra spicata
• Tripterygium regelii
• Tripterygium wilfordii
• Turraeanthus mannii

Cross-Links

• PubChem: 44593364
• NPASS: NPC74017
• LOTUS: LTS0145164
• wikiData: Q27134675