(1S,3S,4S,6S,7S,8R,11S,12S,15R,16R)-4,6-dihydroxy-7,12,16-trimethyl-15-[(2R)-6-methyl-5-oxohept-6-en-2-yl]pentacyclo[9.7.0.01,3.03,8.012,16]octadecane-7-carboxylic acid

Details

• Internal ID: 6b6d23d0-17f9-468f-be3c-8c04e8c3bfe8
• Taxonomy: Lipids and lipid-like molecules > Steroids and steroid derivatives > Cycloartanols and derivatives
• IUPAC Name: (1S,3S,4S,6S,7S,8R,11S,12S,15R,16R)-4,6-dihydroxy-7,12,16-trimethyl-15-[(2R)-6-methyl-5-oxohept-6-en-2-yl]pentacyclo[9.7.0.01,3.03,8.012,16]octadecane-7-carboxylic acid
• SMILES (Canonical): CC(CCC(=O)C(=C)C)C1CCC2(C1(CCC34C2CCC5C3(C4)C(CC(C5(C)C(=O)O)O)O)C)C
• SMILES (Isomeric): C[C@H](CCC(=O)C(=C)C)[C@H]1CC[C@@]2([C@@]1(CC[C@]34[C@H]2CC[C@@H]5[C@]3(C4)[C@H](C[C@@H]([C@@]5(C)C(=O)O)O)O)C)C
• InChI: InChI=1S/C30H46O5/c1-17(2)20(31)8-7-18(3)19-11-12-27(5)21-9-10-22-28(6,25(34)35)23(32)15-24(33)30(22)16-29(21,30)14-13-26(19,27)4/h18-19,21-24,32-33H,1,7-16H2,2-6H3,(H,34,35)/t18-,19-,21+,22+,23+,24+,26-,27+,28+,29+,30-/m1/s1
• InChI Key: AQNNINVBKDUNJN-WNQROMOCSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₀H₄₆O₅
• Molecular Weight: 486.70 g/mol
• Exact Mass: 486.33452456 g/mol
• Topological Polar Surface Area (TPSA): 94.80 Ų
• XlogP: 6.30
• Atomic LogP (AlogP): 5.38
• H-Bond Acceptor: 4
• H-Bond Donor: 3
• Rotatable Bonds: 6

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9741	97.41%
Caco-2	-	0.6370	63.70%
Blood Brain Barrier	-	0.5000	50.00%
Human oral bioavailability	-	0.5714	57.14%
Subcellular localzation	Mitochondria	0.6328	63.28%
OATP2B1 inhibitior	-	0.5642	56.42%
OATP1B1 inhibitior	+	0.8558	85.58%
OATP1B3 inhibitior	+	0.8235	82.35%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.7803	78.03%
BSEP inhibitior	+	0.6373	63.73%
P-glycoprotein inhibitior	-	0.5473	54.73%
P-glycoprotein substrate	+	0.5382	53.82%
CYP3A4 substrate	+	0.6761	67.61%
CYP2C9 substrate	-	0.7970	79.70%
CYP2D6 substrate	-	0.8757	87.57%
CYP3A4 inhibition	-	0.7594	75.94%
CYP2C9 inhibition	-	0.7632	76.32%
CYP2C19 inhibition	-	0.8753	87.53%
CYP2D6 inhibition	-	0.9546	95.46%
CYP1A2 inhibition	-	0.8768	87.68%
CYP2C8 inhibition	-	0.5825	58.25%
CYP inhibitory promiscuity	-	0.9065	90.65%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	1.0000	100.00%
Carcinogenicity (trinary)	Non-required	0.6868	68.68%
Eye corrosion	-	0.9928	99.28%
Eye irritation	-	0.9436	94.36%
Skin irritation	+	0.6149	61.49%
Skin corrosion	-	0.9314	93.14%
Ames mutagenesis	-	0.6865	68.65%
Human Ether-a-go-go-Related Gene inhibition	-	0.4133	41.33%
Micronuclear	-	0.7400	74.00%
Hepatotoxicity	-	0.5743	57.43%
skin sensitisation	-	0.7868	78.68%
Respiratory toxicity	+	0.5889	58.89%
Reproductive toxicity	+	0.9667	96.67%
Mitochondrial toxicity	+	0.9875	98.75%
Nephrotoxicity	-	0.7829	78.29%
Acute Oral Toxicity (c)	I	0.5514	55.14%
Estrogen receptor binding	+	0.6971	69.71%
Androgen receptor binding	+	0.7598	75.98%
Thyroid receptor binding	+	0.6688	66.88%
Glucocorticoid receptor binding	+	0.7212	72.12%
Aromatase binding	+	0.7709	77.09%
PPAR gamma	+	0.6533	65.33%
Honey bee toxicity	-	0.7730	77.30%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	-	0.6600	66.00%
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
CHEMBL253	P34972	Cannabinoid CB2 receptor	97.01%	97.25%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	96.98%	96.09%
CHEMBL4685	P14902	Indoleamine 2,3-dioxygenase	94.07%	96.38%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	93.97%	91.11%
CHEMBL4040	P28482	MAP kinase ERK2	93.85%	83.82%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	91.93%	96.95%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	90.48%	94.45%
CHEMBL340	P08684	Cytochrome P450 3A4	89.73%	91.19%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	88.40%	82.69%
CHEMBL3807	P17706	T-cell protein-tyrosine phosphatase	88.39%	93.00%
CHEMBL335	P18031	Protein-tyrosine phosphatase 1B	88.09%	95.17%
CHEMBL218	P21554	Cannabinoid CB1 receptor	88.03%	96.61%
CHEMBL4227	P25090	Lipoxin A4 receptor	87.17%	100.00%
CHEMBL2179	P04062	Beta-glucocerebrosidase	86.62%	85.31%
CHEMBL221	P23219	Cyclooxygenase-1	86.58%	90.17%
CHEMBL3359	P21462	Formyl peptide receptor 1	86.52%	93.56%
CHEMBL3351	Q13085	Acetyl-CoA carboxylase 1	85.16%	93.04%
CHEMBL3130	O00329	PI3-kinase p110-delta subunit	84.99%	96.47%
CHEMBL2581	P07339	Cathepsin D	84.91%	98.95%
CHEMBL3137262	O60341	LSD1/CoREST complex	84.31%	97.09%
CHEMBL4683	Q12884	Fibroblast activation protein alpha	84.23%	93.07%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	84.13%	95.89%
CHEMBL3145	P42338	PI3-kinase p110-beta subunit	83.60%	98.75%
CHEMBL2514	O95665	Neurotensin receptor 2	83.55%	100.00%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	83.23%	90.71%
CHEMBL3267	P48736	PI3-kinase p110-gamma subunit	83.21%	95.71%
CHEMBL1907602	P06493	Cyclin-dependent kinase 1/cyclin B1	82.84%	91.24%
CHEMBL4681	P42330	Aldo-keto-reductase family 1 member C3	82.35%	89.05%
CHEMBL2815	P04629	Nerve growth factor receptor Trk-A	82.04%	87.16%
CHEMBL1075317	P61964	WD repeat-containing protein 5	81.49%	96.33%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	81.18%	95.50%
CHEMBL2553	Q15418	Ribosomal protein S6 kinase alpha 1	81.06%	85.11%
CHEMBL274	P51681	C-C chemokine receptor type 5	80.86%	98.77%

Plants that contains it

• Markhamia lutea

Cross-Links

• PubChem: 44472305
• LOTUS: LTS0194472
• wikiData: Q104916950