(1R,2R,4S,6R,9R,10S,12S,13R,16S)-2,6,12,16-tetrahydroxy-5,5,9-trimethyl-14-methylidenetetracyclo[11.2.1.01,10.04,9]hexadecan-15-one

Details

• Internal ID: 688db03b-218c-4476-8c9a-9d4b426dca34
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Diterpenoids > Kaurane diterpenoids
• IUPAC Name: (1R,2R,4S,6R,9R,10S,12S,13R,16S)-2,6,12,16-tetrahydroxy-5,5,9-trimethyl-14-methylidenetetracyclo[11.2.1.01,10.04,9]hexadecan-15-one
• SMILES (Canonical): CC1(C(CCC2(C1CC(C34C2CC(C(C3O)C(=C)C4=O)O)O)C)O)C
• SMILES (Isomeric): C[C@@]12CC[C@H](C([C@H]1C[C@H]([C@]34[C@H]2C[C@@H]([C@H]([C@@H]3O)C(=C)C4=O)O)O)(C)C)O
• InChI: InChI=1S/C20H30O5/c1-9-15-10(21)7-12-19(4)6-5-13(22)18(2,3)11(19)8-14(23)20(12,16(9)24)17(15)25/h10-15,17,21-23,25H,1,5-8H2,2-4H3/t10-,11+,12-,13+,14+,15+,17-,19+,20-/m0/s1
• InChI Key: BRNLPJIEDLXFLS-XHSIXOLCSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₂₀H₃₀O₅
• Molecular Weight: 350.40 g/mol
• Exact Mass: 350.20932405 g/mol
• Topological Polar Surface Area (TPSA): 98.00 Ų
• XlogP: 0.90
• Atomic LogP (AlogP): 1.04
• H-Bond Acceptor: 5
• H-Bond Donor: 4
• Rotatable Bonds: 0

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9908	99.08%
Caco-2	-	0.6785	67.85%
Blood Brain Barrier	-	0.5000	50.00%
Human oral bioavailability	+	0.5857	58.57%
Subcellular localzation	Mitochondria	0.5888	58.88%
OATP2B1 inhibitior	-	0.8583	85.83%
OATP1B1 inhibitior	+	0.9266	92.66%
OATP1B3 inhibitior	-	0.3652	36.52%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	0.6071	60.71%
BSEP inhibitior	-	0.8955	89.55%
P-glycoprotein inhibitior	-	0.7729	77.29%
P-glycoprotein substrate	-	0.8437	84.37%
CYP3A4 substrate	+	0.6318	63.18%
CYP2C9 substrate	-	0.7954	79.54%
CYP2D6 substrate	-	0.7970	79.70%
CYP3A4 inhibition	-	0.8030	80.30%
CYP2C9 inhibition	-	0.6930	69.30%
CYP2C19 inhibition	-	0.8065	80.65%
CYP2D6 inhibition	-	0.9484	94.84%
CYP1A2 inhibition	-	0.8146	81.46%
CYP2C8 inhibition	-	0.8893	88.93%
CYP inhibitory promiscuity	-	0.8626	86.26%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Non-required	0.6171	61.71%
Eye corrosion	-	0.9922	99.22%
Eye irritation	-	0.9164	91.64%
Skin irritation	+	0.5875	58.75%
Skin corrosion	-	0.9401	94.01%
Ames mutagenesis	-	0.8100	81.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.7414	74.14%
Micronuclear	-	0.9500	95.00%
Hepatotoxicity	-	0.5801	58.01%
skin sensitisation	-	0.6639	66.39%
Respiratory toxicity	+	0.6667	66.67%
Reproductive toxicity	+	0.9556	95.56%
Mitochondrial toxicity	+	0.9750	97.50%
Nephrotoxicity	+	0.4697	46.97%
Acute Oral Toxicity (c)	I	0.7077	70.77%
Estrogen receptor binding	+	0.8130	81.30%
Androgen receptor binding	+	0.5333	53.33%
Thyroid receptor binding	+	0.6657	66.57%
Glucocorticoid receptor binding	+	0.7296	72.96%
Aromatase binding	+	0.6837	68.37%
PPAR gamma	+	0.5197	51.97%
Honey bee toxicity	-	0.7803	78.03%
Biodegradation	-	0.7250	72.50%
Crustacea aquatic toxicity	+	0.5200	52.00%
Fish aquatic toxicity	+	0.9960	99.60%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL3137262	O60341	LSD1/CoREST complex	91.05%	97.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	88.54%	91.11%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	86.76%	95.56%
CHEMBL1994	P08235	Mineralocorticoid receptor	86.63%	100.00%
CHEMBL2581	P07339	Cathepsin D	86.03%	98.95%
CHEMBL5608	Q16288	NT-3 growth factor receptor	84.86%	95.89%
CHEMBL2553	Q15418	Ribosomal protein S6 kinase alpha 1	83.79%	85.11%
CHEMBL221	P23219	Cyclooxygenase-1	83.24%	90.17%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	82.77%	82.69%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	82.42%	94.45%
CHEMBL1871	P10275	Androgen Receptor	81.71%	96.43%

Plants that contains it

• Isodon pharicus

Cross-Links

• PubChem: 162926464
• LOTUS: LTS0187718
• wikiData: Q104944928