(1R,2S,3R,5R,6S,9R,10R,13R,15S)-6-[(2E,4S,5S)-4,5-dihydroxy-6-methylhepta-2,6-dien-2-yl]-9,10,14,14-tetramethyl-16-oxapentacyclo[13.2.2.01,13.02,10.05,9]nonadecane-3,15-diol

Details

• Internal ID: 246e61a7-6ac2-460c-b7fe-1ca94be04511
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Triterpenoids
• IUPAC Name: (1R,2S,3R,5R,6S,9R,10R,13R,15S)-6-[(2E,4S,5S)-4,5-dihydroxy-6-methylhepta-2,6-dien-2-yl]-9,10,14,14-tetramethyl-16-oxapentacyclo[13.2.2.01,13.02,10.05,9]nonadecane-3,15-diol
• SMILES (Canonical): CC(=C)C(C(C=C(C)C1CCC2(C1CC(C3C2(CCC4C35CCC(C4(C)C)(OC5)O)C)O)C)O)O
• SMILES (Isomeric): CC(=C)[C@@H]([C@H](/C=C(\C)/[C@H]1CC[C@@]2([C@@H]1C[C@H]([C@H]3[C@]2(CC[C@@H]4[C@]35CC[C@@](C4(C)C)(OC5)O)C)O)C)O)O
• InChI: InChI=1S/C30H48O5/c1-17(2)24(33)21(31)14-18(3)19-8-10-27(6)20(19)15-22(32)25-28(27,7)11-9-23-26(4,5)30(34)13-12-29(23,25)16-35-30/h14,19-25,31-34H,1,8-13,15-16H2,2-7H3/b18-14+/t19-,20-,21+,22-,23+,24+,25+,27-,28-,29-,30+/m1/s1
• InChI Key: YVVPJOHKSHNHKP-CQRKACFZSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₀H₄₈O₅
• Molecular Weight: 488.70 g/mol
• Exact Mass: 488.35017463 g/mol
• Topological Polar Surface Area (TPSA): 90.20 Ų
• XlogP: 5.40
• Atomic LogP (AlogP): 4.59
• H-Bond Acceptor: 5
• H-Bond Donor: 4
• Rotatable Bonds: 4

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9391	93.91%
Caco-2	-	0.7073	70.73%
Blood Brain Barrier	-	0.6250	62.50%
Human oral bioavailability	-	0.6286	62.86%
Subcellular localzation	Mitochondria	0.7541	75.41%
OATP2B1 inhibitior	-	0.5738	57.38%
OATP1B1 inhibitior	+	0.8486	84.86%
OATP1B3 inhibitior	+	0.8791	87.91%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.6792	67.92%
BSEP inhibitior	+	0.5915	59.15%
P-glycoprotein inhibitior	-	0.6005	60.05%
P-glycoprotein substrate	+	0.5000	50.00%
CYP3A4 substrate	+	0.6798	67.98%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.7933	79.33%
CYP3A4 inhibition	-	0.8556	85.56%
CYP2C9 inhibition	-	0.8578	85.78%
CYP2C19 inhibition	-	0.8527	85.27%
CYP2D6 inhibition	-	0.9296	92.96%
CYP1A2 inhibition	-	0.8137	81.37%
CYP2C8 inhibition	+	0.5169	51.69%
CYP inhibitory promiscuity	-	0.9470	94.70%
UGT catelyzed	-	0.6000	60.00%
Carcinogenicity (binary)	-	0.9600	96.00%
Carcinogenicity (trinary)	Non-required	0.6806	68.06%
Eye corrosion	-	0.9903	99.03%
Eye irritation	-	0.9389	93.89%
Skin irritation	+	0.5182	51.82%
Skin corrosion	-	0.9378	93.78%
Ames mutagenesis	-	0.6600	66.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.6938	69.38%
Micronuclear	-	0.8600	86.00%
Hepatotoxicity	-	0.5500	55.00%
skin sensitisation	-	0.8045	80.45%
Respiratory toxicity	+	0.6000	60.00%
Reproductive toxicity	+	0.8444	84.44%
Mitochondrial toxicity	+	0.7125	71.25%
Nephrotoxicity	+	0.7019	70.19%
Acute Oral Toxicity (c)	III	0.5700	57.00%
Estrogen receptor binding	+	0.7504	75.04%
Androgen receptor binding	+	0.7334	73.34%
Thyroid receptor binding	+	0.5597	55.97%
Glucocorticoid receptor binding	+	0.6763	67.63%
Aromatase binding	+	0.7212	72.12%
PPAR gamma	+	0.6401	64.01%
Honey bee toxicity	-	0.6473	64.73%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	-	0.6900	69.00%
Fish aquatic toxicity	+	0.9864	98.64%

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	98.40%	97.25%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	96.85%	91.11%
CHEMBL3137262	O60341	LSD1/CoREST complex	95.19%	97.09%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	93.30%	94.45%
CHEMBL4685	P14902	Indoleamine 2,3-dioxygenase	91.35%	96.38%
CHEMBL233	P35372	Mu opioid receptor	90.61%	97.93%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	90.10%	96.09%
CHEMBL1994	P08235	Mineralocorticoid receptor	90.09%	100.00%
CHEMBL4227	P25090	Lipoxin A4 receptor	88.87%	100.00%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	88.78%	97.14%
CHEMBL6136	O60341	Lysine-specific histone demethylase 1	88.57%	95.58%
CHEMBL268	P43235	Cathepsin K	88.19%	96.85%
CHEMBL259	P32245	Melanocortin receptor 4	87.30%	95.38%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	85.69%	82.69%
CHEMBL1293316	Q9HBX9	Relaxin receptor 1	85.59%	82.50%
CHEMBL5608	Q16288	NT-3 growth factor receptor	85.47%	95.89%
CHEMBL2581	P07339	Cathepsin D	84.80%	98.95%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	84.65%	85.14%
CHEMBL206	P03372	Estrogen receptor alpha	83.77%	97.64%
CHEMBL5469	Q14289	Protein tyrosine kinase 2 beta	83.62%	91.03%
CHEMBL340	P08684	Cytochrome P450 3A4	83.25%	91.19%
CHEMBL1937	Q92769	Histone deacetylase 2	82.61%	94.75%
CHEMBL2095226	P05556	Integrin alpha-5/beta-1	81.55%	96.39%
CHEMBL2413	P32246	C-C chemokine receptor type 1	81.10%	89.50%
CHEMBL5646	Q6L5J4	FML2_HUMAN	80.68%	100.00%

Plants that contains it

• Varronia multispicata

Cross-Links

• PubChem: 162965493
• LOTUS: LTS0173760
• wikiData: Q105366071