(1S,3S,5R,7S,11R,12R,13S,16S,19R,20S,21R)-1,20,21-trihydroxy-10,10-dimethyl-17-methylidene-5-[(2R)-1-[(1S,2S,5S,6S,8R,9S,10S,11R,15S,18R)-9,10,15,18-tetrahydroxy-12,12-dimethyl-7-oxo-17-oxapentacyclo[7.6.2.15,8.01,11.02,8]octadecan-6-yl]propan-2-yl]-2,4,6-trioxahexacyclo[9.8.1.116,19.03,12.07,12.013,19]henicosan-18-one

Details

• Internal ID: a56b5619-a633-4065-97f2-6d1a71fe4894
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Diterpenoids > Kaurane diterpenoids
• IUPAC Name: (1S,3S,5R,7S,11R,12R,13S,16S,19R,20S,21R)-1,20,21-trihydroxy-10,10-dimethyl-17-methylidene-5-[(2R)-1-[(1S,2S,5S,6S,8R,9S,10S,11R,15S,18R)-9,10,15,18-tetrahydroxy-12,12-dimethyl-7-oxo-17-oxapentacyclo[7.6.2.15,8.01,11.02,8]octadecan-6-yl]propan-2-yl]-2,4,6-trioxahexacyclo[9.8.1.116,19.03,12.07,12.013,19]henicosan-18-one
• SMILES (Canonical): CC(CC1C2CCC3C45COC(C3(C2O)C1=O)(C(C4C(CCC5O)(C)C)O)O)C6OC7CCC(C8C79C1CCC2C(C1(C(=O)C2=C)C(C8O)(OC9O6)O)O)(C)C
• SMILES (Isomeric): C[C@H](C[C@H]1[C@@H]2CC[C@H]3[C@@]45CO[C@@]([C@]3([C@@H]2O)C1=O)([C@H]([C@@H]4C(CC[C@@H]5O)(C)C)O)O)[C@@H]6O[C@H]7CCC([C@@H]8[C@]79[C@@H]1CC[C@@H]2[C@H]([C@]1(C(=O)C2=C)[C@@]([C@H]8O)(O[C@@H]9O6)O)O)(C)C
• InChI: InChI=1S/C43H60O13/c1-17(15-21-20-8-9-22-38-16-53-42(51,40(22,30(20)47)31(21)48)32(49)26(38)36(3,4)13-11-24(38)44)34-54-25-12-14-37(5,6)27-33(50)43(52)41-23(39(25,27)35(55-34)56-43)10-7-19(29(41)46)18(2)28(41)45/h17,19-27,29-30,32-35,44,46-47,49-52H,2,7-16H2,1,3-6H3/t17-,19+,20+,21+,22+,23+,24+,25+,26-,27-,29-,30-,32+,33+,34-,35+,38-,39+,40-,41+,42-,43-/m1/s1
• InChI Key: MVPNSGQZDWOVON-WABFJCAPSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₄₃H₆₀O₁₃
• Molecular Weight: 784.90 g/mol
• Exact Mass: 784.40339196 g/mol
• Topological Polar Surface Area (TPSA): 213.00 Ų
• XlogP: 1.10
• Atomic LogP (AlogP): 1.56
• H-Bond Acceptor: 13
• H-Bond Donor: 7
• Rotatable Bonds: 3

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.8419	84.19%
Caco-2	-	0.8704	87.04%
Blood Brain Barrier	-	0.5000	50.00%
Human oral bioavailability	-	0.7429	74.29%
Subcellular localzation	Mitochondria	0.7678	76.78%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8189	81.89%
OATP1B3 inhibitior	+	0.8996	89.96%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.7058	70.58%
BSEP inhibitior	+	0.6369	63.69%
P-glycoprotein inhibitior	+	0.7410	74.10%
P-glycoprotein substrate	+	0.6870	68.70%
CYP3A4 substrate	+	0.7225	72.25%
CYP2C9 substrate	-	0.8067	80.67%
CYP2D6 substrate	-	0.8563	85.63%
CYP3A4 inhibition	-	0.8553	85.53%
CYP2C9 inhibition	-	0.7723	77.23%
CYP2C19 inhibition	-	0.8804	88.04%
CYP2D6 inhibition	-	0.9514	95.14%
CYP1A2 inhibition	-	0.8990	89.90%
CYP2C8 inhibition	+	0.6900	69.00%
CYP inhibitory promiscuity	-	0.9697	96.97%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.9800	98.00%
Carcinogenicity (trinary)	Non-required	0.6516	65.16%
Eye corrosion	-	0.9899	98.99%
Eye irritation	-	0.9088	90.88%
Skin irritation	+	0.5738	57.38%
Skin corrosion	-	0.9312	93.12%
Ames mutagenesis	-	0.5700	57.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.6496	64.96%
Micronuclear	-	0.8400	84.00%
Hepatotoxicity	-	0.7476	74.76%
skin sensitisation	-	0.8673	86.73%
Respiratory toxicity	+	0.6778	67.78%
Reproductive toxicity	+	0.9000	90.00%
Mitochondrial toxicity	+	0.7750	77.50%
Nephrotoxicity	+	0.6091	60.91%
Acute Oral Toxicity (c)	III	0.5306	53.06%
Estrogen receptor binding	+	0.7632	76.32%
Androgen receptor binding	+	0.7792	77.92%
Thyroid receptor binding	-	0.5069	50.69%
Glucocorticoid receptor binding	+	0.6959	69.59%
Aromatase binding	+	0.6434	64.34%
PPAR gamma	+	0.7284	72.84%
Honey bee toxicity	-	0.6427	64.27%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	-	0.5200	52.00%
Fish aquatic toxicity	+	0.9904	99.04%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL218	P21554	Cannabinoid CB1 receptor	97.10%	96.61%
CHEMBL253	P34972	Cannabinoid CB2 receptor	96.61%	97.25%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	96.24%	91.11%
CHEMBL2581	P07339	Cathepsin D	94.99%	98.95%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	94.81%	94.45%
CHEMBL221	P23219	Cyclooxygenase-1	94.11%	90.17%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	93.96%	96.09%
CHEMBL3137262	O60341	LSD1/CoREST complex	92.04%	97.09%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	91.56%	96.77%
CHEMBL2996	Q05655	Protein kinase C delta	90.63%	97.79%
CHEMBL1293267	Q9HC97	G-protein coupled receptor 35	86.91%	89.34%
CHEMBL1994	P08235	Mineralocorticoid receptor	86.63%	100.00%
CHEMBL3922	P50579	Methionine aminopeptidase 2	86.26%	97.28%
CHEMBL335	P18031	Protein-tyrosine phosphatase 1B	86.06%	95.17%
CHEMBL3837	P07711	Cathepsin L	84.71%	96.61%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	84.41%	85.14%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	84.26%	97.14%
CHEMBL299	P17252	Protein kinase C alpha	84.19%	98.03%
CHEMBL1806	P11388	DNA topoisomerase II alpha	83.08%	89.00%
CHEMBL1937	Q92769	Histone deacetylase 2	82.71%	94.75%
CHEMBL5608	Q16288	NT-3 growth factor receptor	82.70%	95.89%
CHEMBL4051	P13569	Cystic fibrosis transmembrane conductance regulator	81.02%	95.71%
CHEMBL3807	P17706	T-cell protein-tyrosine phosphatase	80.95%	93.00%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	80.77%	95.89%
CHEMBL340	P08684	Cytochrome P450 3A4	80.75%	91.19%
CHEMBL2514	O95665	Neurotensin receptor 2	80.44%	100.00%

Plants that contains it

• Isodon rubescens

Cross-Links

• PubChem: 163042694
• LOTUS: LTS0275674
• wikiData: Q105173228