(1S,6R,19R,22R,28S,30S)-19-hydroxy-13,22,31,31-tetramethyl-19-(2-oxopropyl)-25-propan-2-yl-5,7,23,35-tetraoxanonacyclo[26.6.1.01,30.03,27.04,24.06,22.08,21.09,18.012,17]pentatriaconta-3,8(21),9(18),10,12,14,16,24,26-nonaen-20-one

Details

• Internal ID: 85485f7f-582f-4b31-a7a2-9cf506896fd6
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Diterpenoids > Tanshinones, isotanshinones, and derivatives
• IUPAC Name: (1S,6R,19R,22R,28S,30S)-19-hydroxy-13,22,31,31-tetramethyl-19-(2-oxopropyl)-25-propan-2-yl-5,7,23,35-tetraoxanonacyclo[26.6.1.01,30.03,27.04,24.06,22.08,21.09,18.012,17]pentatriaconta-3,8(21),9(18),10,12,14,16,24,26-nonaen-20-one
• SMILES (Canonical): CC1=C2C=CC3=C(C2=CC=C1)C(C(=O)C4=C3OC5C4(OC6=C(C=C7C8CC9C(CCCC9(O8)CC7=C6O5)(C)C)C(C)C)C)(CC(=O)C)O
• SMILES (Isomeric): CC1=C2C=CC3=C(C2=CC=C1)[C@@](C(=O)C4=C3O[C@H]5[C@@]4(OC6=C(C=C7[C@@H]8C[C@@H]9[C@](O8)(CCCC9(C)C)CC7=C6O5)C(C)C)C)(CC(=O)C)O
• InChI: InChI=1S/C41H44O7/c1-20(2)26-16-27-28(19-40-15-9-14-38(5,6)30(40)17-29(27)47-40)34-35(26)48-39(7)32-33(45-37(39)46-34)25-13-12-23-21(3)10-8-11-24(23)31(25)41(44,36(32)43)18-22(4)42/h8,10-13,16,20,29-30,37,44H,9,14-15,17-19H2,1-7H3/t29-,30-,37+,39+,40-,41+/m0/s1
• InChI Key: CSMFGPHUQWSIGM-RDFLCCBXSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₄₁H₄₄O₇
• Molecular Weight: 648.80 g/mol
• Exact Mass: 648.30870374 g/mol
• Topological Polar Surface Area (TPSA): 91.30 Ų
• XlogP: 7.40
• Atomic LogP (AlogP): 7.90
• H-Bond Acceptor: 7
• H-Bond Donor: 1
• Rotatable Bonds: 3

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9897	98.97%
Caco-2	-	0.7944	79.44%
Blood Brain Barrier	+	0.8000	80.00%
Human oral bioavailability	-	0.6143	61.43%
Subcellular localzation	Mitochondria	0.8199	81.99%
OATP2B1 inhibitior	+	0.5679	56.79%
OATP1B1 inhibitior	+	0.8219	82.19%
OATP1B3 inhibitior	+	0.8860	88.60%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.5750	57.50%
BSEP inhibitior	+	0.9970	99.70%
P-glycoprotein inhibitior	+	0.8521	85.21%
P-glycoprotein substrate	+	0.7163	71.63%
CYP3A4 substrate	+	0.7501	75.01%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8388	83.88%
CYP3A4 inhibition	-	0.5407	54.07%
CYP2C9 inhibition	-	0.7080	70.80%
CYP2C19 inhibition	-	0.7857	78.57%
CYP2D6 inhibition	-	0.9015	90.15%
CYP1A2 inhibition	-	0.6502	65.02%
CYP2C8 inhibition	+	0.7905	79.05%
CYP inhibitory promiscuity	-	0.8952	89.52%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.9400	94.00%
Carcinogenicity (trinary)	Non-required	0.4549	45.49%
Eye corrosion	-	0.9918	99.18%
Eye irritation	-	0.9188	91.88%
Skin irritation	-	0.6125	61.25%
Skin corrosion	-	0.9167	91.67%
Ames mutagenesis	-	0.5100	51.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.8039	80.39%
Micronuclear	-	0.6900	69.00%
Hepatotoxicity	+	0.5552	55.52%
skin sensitisation	-	0.8120	81.20%
Respiratory toxicity	+	0.7111	71.11%
Reproductive toxicity	+	0.9222	92.22%
Mitochondrial toxicity	+	0.8750	87.50%
Nephrotoxicity	-	0.7895	78.95%
Acute Oral Toxicity (c)	I	0.4169	41.69%
Estrogen receptor binding	+	0.8622	86.22%
Androgen receptor binding	+	0.7691	76.91%
Thyroid receptor binding	+	0.6558	65.58%
Glucocorticoid receptor binding	+	0.8787	87.87%
Aromatase binding	+	0.7593	75.93%
PPAR gamma	+	0.7775	77.75%
Honey bee toxicity	-	0.6954	69.54%
Biodegradation	-	0.8500	85.00%
Crustacea aquatic toxicity	+	0.5500	55.00%
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
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	99.45%	91.11%
CHEMBL2581	P07339	Cathepsin D	98.73%	98.95%
CHEMBL1806	P11388	DNA topoisomerase II alpha	97.32%	89.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	95.08%	95.56%
CHEMBL3137262	O60341	LSD1/CoREST complex	92.01%	97.09%
CHEMBL253	P34972	Cannabinoid CB2 receptor	90.90%	97.25%
CHEMBL1907600	Q00535	Cyclin-dependent kinase 5/CDK5 activator 1	90.27%	93.03%
CHEMBL5608	Q16288	NT-3 growth factor receptor	90.06%	95.89%
CHEMBL3401	O75469	Pregnane X receptor	89.65%	94.73%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	89.36%	96.09%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	88.95%	85.14%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	88.76%	99.15%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	88.52%	99.23%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	88.51%	94.45%
CHEMBL3359	P21462	Formyl peptide receptor 1	88.48%	93.56%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	88.47%	92.62%
CHEMBL240	Q12809	HERG	87.41%	89.76%
CHEMBL1293249	Q13887	Kruppel-like factor 5	86.68%	86.33%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	85.21%	96.95%
CHEMBL2535	P11166	Glucose transporter	85.05%	98.75%
CHEMBL5103	Q969S8	Histone deacetylase 10	83.63%	90.08%
CHEMBL340	P08684	Cytochrome P450 3A4	83.36%	91.19%
CHEMBL5028	O14672	ADAM10	81.88%	97.50%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	81.84%	91.07%
CHEMBL1907	P15144	Aminopeptidase N	81.82%	93.31%
CHEMBL3922	P50579	Methionine aminopeptidase 2	81.29%	97.28%
CHEMBL1994	P08235	Mineralocorticoid receptor	81.13%	100.00%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	81.02%	94.00%
CHEMBL2996	Q05655	Protein kinase C delta	80.88%	97.79%

Plants that contains it

• Amentotaxus yunnanensis
• Artemisia siversiana
• Deguelia hatschbachii
• Delphinium cyphoplectrum
• Dioscorea communis
• Euphorbia retusa
• Hemionitis artax
• Salvia przewalskii
• Stauntonia obovatifoliola
• Uvaria klaineana
• Vicia sativa

Cross-Links

• PubChem: 57404390
• NPASS: NPC234248