(1R,2S,5R,7R,8S,9S,10S,11S,12R,13S)-12-(hydroxymethyl)-12-methyl-6-methylidene-17-oxapentacyclo[7.6.2.15,8.01,11.02,8]octadecane-7,9,10,13-tetrol

Details

• Internal ID: c8a8bf03-4645-4ce9-9129-d945017a2daf
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Diterpenoids > Kaurane diterpenoids
• IUPAC Name: (1R,2S,5R,7R,8S,9S,10S,11S,12R,13S)-12-(hydroxymethyl)-12-methyl-6-methylidene-17-oxapentacyclo[7.6.2.15,8.01,11.02,8]octadecane-7,9,10,13-tetrol
• SMILES (Canonical): CC1(C(CCC23C1C(C(C45C2CCC(C4)C(=C)C5O)(OC3)O)O)O)CO
• SMILES (Isomeric): C[C@]1([C@H](CC[C@]23[C@@H]1[C@@H]([C@]([C@]45[C@H]2CC[C@H](C4)C(=C)[C@H]5O)(OC3)O)O)O)CO
• InChI: InChI=1S/C20H30O6/c1-10-11-3-4-12-18-6-5-13(22)17(2,8-21)14(18)16(24)20(25,26-9-18)19(12,7-11)15(10)23/h11-16,21-25H,1,3-9H2,2H3/t11-,12+,13+,14-,15-,16+,17-,18-,19+,20-/m1/s1
• InChI Key: CFRRIIVIVFLEEZ-VGEOWELYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₀H₃₀O₆
• Molecular Weight: 366.40 g/mol
• Exact Mass: 366.20423867 g/mol
• Topological Polar Surface Area (TPSA): 110.00 Ų
• XlogP: 0.10
• Atomic LogP (AlogP): 0.17
• H-Bond Acceptor: 6
• H-Bond Donor: 5
• Rotatable Bonds: 1

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.6850	68.50%
Caco-2	-	0.7646	76.46%
Blood Brain Barrier	+	0.5250	52.50%
Human oral bioavailability	-	0.6000	60.00%
Subcellular localzation	Mitochondria	0.5072	50.72%
OATP2B1 inhibitior	-	0.8594	85.94%
OATP1B1 inhibitior	+	0.9190	91.90%
OATP1B3 inhibitior	+	0.9405	94.05%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.7420	74.20%
BSEP inhibitior	-	0.6682	66.82%
P-glycoprotein inhibitior	-	0.8957	89.57%
P-glycoprotein substrate	-	0.5401	54.01%
CYP3A4 substrate	+	0.6376	63.76%
CYP2C9 substrate	-	0.8060	80.60%
CYP2D6 substrate	-	0.7955	79.55%
CYP3A4 inhibition	-	0.9512	95.12%
CYP2C9 inhibition	-	0.8762	87.62%
CYP2C19 inhibition	-	0.8100	81.00%
CYP2D6 inhibition	-	0.9283	92.83%
CYP1A2 inhibition	-	0.8611	86.11%
CYP2C8 inhibition	-	0.5911	59.11%
CYP inhibitory promiscuity	-	0.9520	95.20%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9800	98.00%
Carcinogenicity (trinary)	Non-required	0.6746	67.46%
Eye corrosion	-	0.9896	98.96%
Eye irritation	-	0.9526	95.26%
Skin irritation	-	0.5960	59.60%
Skin corrosion	-	0.9395	93.95%
Ames mutagenesis	-	0.6600	66.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4095	40.95%
Micronuclear	-	0.9100	91.00%
Hepatotoxicity	-	0.5726	57.26%
skin sensitisation	-	0.8819	88.19%
Respiratory toxicity	-	0.5556	55.56%
Reproductive toxicity	+	0.7889	78.89%
Mitochondrial toxicity	+	0.6875	68.75%
Nephrotoxicity	+	0.5817	58.17%
Acute Oral Toxicity (c)	III	0.3773	37.73%
Estrogen receptor binding	+	0.8071	80.71%
Androgen receptor binding	+	0.6843	68.43%
Thyroid receptor binding	+	0.6327	63.27%
Glucocorticoid receptor binding	+	0.8273	82.73%
Aromatase binding	+	0.7489	74.89%
PPAR gamma	-	0.5274	52.74%
Honey bee toxicity	-	0.8027	80.27%
Biodegradation	-	0.6250	62.50%
Crustacea aquatic toxicity	-	0.6400	64.00%
Fish aquatic toxicity	+	0.9448	94.48%

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	92.59%	97.25%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	92.51%	91.11%
CHEMBL3137262	O60341	LSD1/CoREST complex	90.74%	97.09%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	90.27%	95.50%
CHEMBL1977	P11473	Vitamin D receptor	89.95%	99.43%
CHEMBL1994	P08235	Mineralocorticoid receptor	88.42%	100.00%
CHEMBL2581	P07339	Cathepsin D	87.75%	98.95%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	87.33%	96.09%
CHEMBL4685	P14902	Indoleamine 2,3-dioxygenase	87.09%	96.38%
CHEMBL5608	Q16288	NT-3 growth factor receptor	86.21%	95.89%
CHEMBL1937	Q92769	Histone deacetylase 2	86.08%	94.75%
CHEMBL226	P30542	Adenosine A1 receptor	85.83%	95.93%
CHEMBL218	P21554	Cannabinoid CB1 receptor	85.44%	96.61%
CHEMBL221	P23219	Cyclooxygenase-1	85.12%	90.17%
CHEMBL259	P32245	Melanocortin receptor 4	84.86%	95.38%
CHEMBL233	P35372	Mu opioid receptor	84.75%	97.93%
CHEMBL2996	Q05655	Protein kinase C delta	84.38%	97.79%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	83.82%	94.45%
CHEMBL5888	Q99558	Mitogen-activated protein kinase kinase kinase 14	83.80%	100.00%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	82.87%	96.95%
CHEMBL4681	P42330	Aldo-keto-reductase family 1 member C3	82.72%	89.05%
CHEMBL241	Q14432	Phosphodiesterase 3A	82.62%	92.94%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	80.94%	92.62%

Plants that contains it

• Isodon eriocalyx

Cross-Links

• PubChem: 162879010
• LOTUS: LTS0006678
• wikiData: Q104956906