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

Details

• Internal ID: 992f4853-76d6-4996-b56a-8883023990c2
• Taxonomy: Lipids and lipid-like molecules > Steroids and steroid derivatives > Cycloartanols and derivatives
• IUPAC Name: (1S,3S,4S,6S,7S,8S,11S,12S,15R,16R)-4,6-dihydroxy-12,16-dimethyl-15-[(2R)-6-methyl-5-methylideneheptan-2-yl]pentacyclo[9.7.0.01,3.03,8.012,16]octadecane-7-carboxylic acid
• SMILES (Canonical): CC(C)C(=C)CCC(C)C1CCC2(C1(CCC34C2CCC5C3(C4)C(CC(C5C(=O)O)O)O)C)C
• SMILES (Isomeric): C[C@H](CCC(=C)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@H]5C(=O)O)O)O)C)C
• InChI: InChI=1S/C30H48O4/c1-17(2)18(3)7-8-19(4)20-11-12-28(6)23-10-9-21-25(26(33)34)22(31)15-24(32)30(21)16-29(23,30)14-13-27(20,28)5/h17,19-25,31-32H,3,7-16H2,1-2,4-6H3,(H,33,34)/t19-,20-,21+,22+,23+,24+,25+,27-,28+,29+,30-/m1/s1
• InChI Key: YWHSVTOZVOOYJX-QMIHFCROSA-N
• Popularity: 0 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: 8.00
• Atomic LogP (AlogP): 6.06
• H-Bond Acceptor: 3
• 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	+	0.9840	98.40%
Caco-2	-	0.6392	63.92%
Blood Brain Barrier	-	0.5750	57.50%
Human oral bioavailability	-	0.5571	55.71%
Subcellular localzation	Mitochondria	0.6260	62.60%
OATP2B1 inhibitior	-	0.5680	56.80%
OATP1B1 inhibitior	+	0.8577	85.77%
OATP1B3 inhibitior	-	0.3155	31.55%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	0.8250	82.50%
BSEP inhibitior	-	0.4514	45.14%
P-glycoprotein inhibitior	-	0.5862	58.62%
P-glycoprotein substrate	-	0.5085	50.85%
CYP3A4 substrate	+	0.6990	69.90%
CYP2C9 substrate	-	0.6653	66.53%
CYP2D6 substrate	-	0.8408	84.08%
CYP3A4 inhibition	-	0.8183	81.83%
CYP2C9 inhibition	-	0.6599	65.99%
CYP2C19 inhibition	-	0.8145	81.45%
CYP2D6 inhibition	-	0.9508	95.08%
CYP1A2 inhibition	-	0.8511	85.11%
CYP2C8 inhibition	-	0.5650	56.50%
CYP inhibitory promiscuity	-	0.8359	83.59%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	1.0000	100.00%
Carcinogenicity (trinary)	Non-required	0.6872	68.72%
Eye corrosion	-	0.9926	99.26%
Eye irritation	-	0.9323	93.23%
Skin irritation	+	0.5768	57.68%
Skin corrosion	-	0.9387	93.87%
Ames mutagenesis	-	0.7243	72.43%
Human Ether-a-go-go-Related Gene inhibition	-	0.7038	70.38%
Micronuclear	-	0.8000	80.00%
Hepatotoxicity	-	0.6448	64.48%
skin sensitisation	-	0.7037	70.37%
Respiratory toxicity	+	0.6778	67.78%
Reproductive toxicity	+	0.9333	93.33%
Mitochondrial toxicity	+	0.9625	96.25%
Nephrotoxicity	-	0.8144	81.44%
Acute Oral Toxicity (c)	I	0.7268	72.68%
Estrogen receptor binding	+	0.7997	79.97%
Androgen receptor binding	+	0.7843	78.43%
Thyroid receptor binding	+	0.6280	62.80%
Glucocorticoid receptor binding	+	0.7277	72.77%
Aromatase binding	+	0.6790	67.90%
PPAR gamma	+	0.5702	57.02%
Honey bee toxicity	-	0.7208	72.08%
Biodegradation	-	0.7500	75.00%
Crustacea aquatic toxicity	-	0.5800	58.00%
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	98.45%	97.25%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	97.71%	96.09%
CHEMBL218	P21554	Cannabinoid CB1 receptor	95.46%	96.61%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	94.50%	91.11%
CHEMBL4040	P28482	MAP kinase ERK2	93.59%	83.82%
CHEMBL2581	P07339	Cathepsin D	90.62%	98.95%
CHEMBL3137262	O60341	LSD1/CoREST complex	89.63%	97.09%
CHEMBL3807	P17706	T-cell protein-tyrosine phosphatase	89.40%	93.00%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	89.16%	94.45%
CHEMBL221	P23219	Cyclooxygenase-1	89.03%	90.17%
CHEMBL340	P08684	Cytochrome P450 3A4	87.83%	91.19%
CHEMBL4227	P25090	Lipoxin A4 receptor	86.99%	100.00%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	86.97%	96.95%
CHEMBL2179	P04062	Beta-glucocerebrosidase	86.90%	85.31%
CHEMBL3130	O00329	PI3-kinase p110-delta subunit	86.88%	96.47%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	86.50%	95.89%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	85.62%	95.50%
CHEMBL233	P35372	Mu opioid receptor	85.11%	97.93%
CHEMBL3351	Q13085	Acetyl-CoA carboxylase 1	84.42%	93.04%
CHEMBL4394	Q9NYA1	Sphingosine kinase 1	84.17%	96.03%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	83.79%	90.71%
CHEMBL3267	P48736	PI3-kinase p110-gamma subunit	83.31%	95.71%
CHEMBL2514	O95665	Neurotensin receptor 2	82.24%	100.00%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	82.01%	82.69%
CHEMBL3145	P42338	PI3-kinase p110-beta subunit	81.83%	98.75%
CHEMBL1994	P08235	Mineralocorticoid receptor	81.74%	100.00%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	81.70%	95.50%
CHEMBL2001	Q9H244	Purinergic receptor P2Y12	81.48%	96.00%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	81.44%	92.62%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	81.36%	96.77%
CHEMBL335	P18031	Protein-tyrosine phosphatase 1B	81.25%	95.17%
CHEMBL4681	P42330	Aldo-keto-reductase family 1 member C3	80.19%	89.05%

Plants that contains it

• Combretum quadrangulare

Cross-Links

• PubChem: 10814326
• LOTUS: LTS0163309
• wikiData: Q105366672