Lushanrubescinsin C

Details

• Internal ID: 37889a35-0f1d-4a06-b24c-2b9d051dad94
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Diterpenoids > Kaurane diterpenoids
• IUPAC Name: [(1S,3S,4S,6R,7S,9R,10S,11S,13S)-3,6,7-triacetyloxy-5,5,9-trimethyl-14-methylidene-15-oxo-11-tetracyclo[11.2.1.01,10.04,9]hexadecanyl] acetate
• SMILES (Canonical): CC(=O)OC1CC2CC3(C1C4(CC(C(C(C4C(C3)OC(=O)C)(C)C)OC(=O)C)OC(=O)C)C)C(=O)C2=C
• SMILES (Isomeric): CC(=O)O[C@H]1C[C@@H]2C[C@]3([C@@H]1[C@@]4(C[C@@H]([C@@H](C([C@H]4[C@H](C3)OC(=O)C)(C)C)OC(=O)C)OC(=O)C)C)C(=O)C2=C
• InChI: InChI=1S/C28H38O9/c1-13-18-9-19(34-14(2)29)23-27(8)11-21(36-16(4)31)25(37-17(5)32)26(6,7)22(27)20(35-15(3)30)12-28(23,10-18)24(13)33/h18-23,25H,1,9-12H2,2-8H3/t18-,19+,20+,21+,22-,23+,25+,27-,28+/m1/s1
• InChI Key: ACEINLBBVANKBR-YJPIXGPWSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₈H₃₈O₉
• Molecular Weight: 518.60 g/mol
• Exact Mass: 518.25158279 g/mol
• Topological Polar Surface Area (TPSA): 122.00 Ų
• XlogP: 3.20
• Atomic LogP (AlogP): 3.32
• H-Bond Acceptor: 9
• H-Bond Donor: 0
• Rotatable Bonds: 4

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9921	99.21%
Caco-2	-	0.7199	71.99%
Blood Brain Barrier	+	0.7500	75.00%
Human oral bioavailability	-	0.5429	54.29%
Subcellular localzation	Mitochondria	0.7313	73.13%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8974	89.74%
OATP1B3 inhibitior	+	0.8621	86.21%
MATE1 inhibitior	-	0.5000	50.00%
OCT2 inhibitior	-	0.8750	87.50%
BSEP inhibitior	+	0.8480	84.80%
P-glycoprotein inhibitior	+	0.7649	76.49%
P-glycoprotein substrate	-	0.8156	81.56%
CYP3A4 substrate	+	0.6483	64.83%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8778	87.78%
CYP3A4 inhibition	+	0.5468	54.68%
CYP2C9 inhibition	-	0.8092	80.92%
CYP2C19 inhibition	-	0.7430	74.30%
CYP2D6 inhibition	-	0.9463	94.63%
CYP1A2 inhibition	-	0.8787	87.87%
CYP2C8 inhibition	-	0.7872	78.72%
CYP inhibitory promiscuity	-	0.7902	79.02%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9143	91.43%
Carcinogenicity (trinary)	Non-required	0.5275	52.75%
Eye corrosion	-	0.9871	98.71%
Eye irritation	-	0.8309	83.09%
Skin irritation	-	0.6623	66.23%
Skin corrosion	-	0.9649	96.49%
Ames mutagenesis	-	0.5837	58.37%
Human Ether-a-go-go-Related Gene inhibition	-	0.6845	68.45%
Micronuclear	-	0.6400	64.00%
Hepatotoxicity	+	0.5875	58.75%
skin sensitisation	+	0.5568	55.68%
Respiratory toxicity	-	0.5333	53.33%
Reproductive toxicity	+	0.7667	76.67%
Mitochondrial toxicity	+	0.6000	60.00%
Nephrotoxicity	+	0.7827	78.27%
Acute Oral Toxicity (c)	III	0.6196	61.96%
Estrogen receptor binding	+	0.8174	81.74%
Androgen receptor binding	+	0.6363	63.63%
Thyroid receptor binding	+	0.6126	61.26%
Glucocorticoid receptor binding	+	0.7653	76.53%
Aromatase binding	+	0.6933	69.33%
PPAR gamma	+	0.7169	71.69%
Honey bee toxicity	-	0.7011	70.11%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	-	0.5000	50.00%
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	93.50%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	93.39%	96.09%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	91.33%	94.45%
CHEMBL340	P08684	Cytochrome P450 3A4	90.39%	91.19%
CHEMBL3137262	O60341	LSD1/CoREST complex	87.12%	97.09%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	83.36%	85.14%
CHEMBL221	P23219	Cyclooxygenase-1	82.40%	90.17%
CHEMBL2581	P07339	Cathepsin D	81.81%	98.95%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	81.76%	95.56%

Plants that contains it

• Humulus lupulus
• Humulus scandens
• Isodon lungshengensis

Cross-Links

• PubChem: 10792035
• NPASS: NPC126354
• LOTUS: LTS0049928
• wikiData: Q104909043