(4aS,6aR,6aS,6bR,8aR,9R,10S,12aR,14bR)-10-[(2R,3R,4S,5S)-4,5-dihydroxy-3-[(2S,3R,4S,5R)-3,4,5-trihydroxyoxan-2-yl]oxyoxan-2-yl]oxy-9-(hydroxymethyl)-6a,6b,9,12a-tetramethyl-2-methylidene-1,3,4,5,6,6a,7,8,8a,10,11,12,13,14b-tetradecahydropicene-4a-carboxylic acid

Details

• Internal ID: 61b30744-ba17-4e9f-8c70-870c36da29e4
• Taxonomy: Lipids and lipid-like molecules > Steroids and steroid derivatives
• IUPAC Name: (4aS,6aR,6aS,6bR,8aR,9R,10S,12aR,14bR)-10-[(2R,3R,4S,5S)-4,5-dihydroxy-3-[(2S,3R,4S,5R)-3,4,5-trihydroxyoxan-2-yl]oxyoxan-2-yl]oxy-9-(hydroxymethyl)-6a,6b,9,12a-tetramethyl-2-methylidene-1,3,4,5,6,6a,7,8,8a,10,11,12,13,14b-tetradecahydropicene-4a-carboxylic acid
• SMILES (Canonical): CC12CCC(C(C1CCC3(C2CC=C4C3(CCC5(C4CC(=C)CC5)C(=O)O)C)C)(C)CO)OC6C(C(C(CO6)O)O)OC7C(C(C(CO7)O)O)O
• SMILES (Isomeric): C[C@]12CC[C@@H]([C@@]([C@@H]1CC[C@@]3([C@@H]2CC=C4[C@]3(CC[C@@]5([C@@H]4CC(=C)CC5)C(=O)O)C)C)(C)CO)O[C@@H]6[C@@H]([C@H]([C@H](CO6)O)O)O[C@H]7[C@@H]([C@H]([C@@H](CO7)O)O)O
• InChI: InChI=1S/C39H60O12/c1-20-8-13-39(34(46)47)15-14-37(4)21(22(39)16-20)6-7-26-35(2)11-10-27(36(3,19-40)25(35)9-12-38(26,37)5)50-33-31(29(44)24(42)18-49-33)51-32-30(45)28(43)23(41)17-48-32/h6,22-33,40-45H,1,7-19H2,2-5H3,(H,46,47)/t22-,23-,24+,25-,26-,27+,28+,29+,30-,31-,32+,33-,35+,36+,37-,38-,39+/m1/s1
• InChI Key: KGRMMUWXWWAAIO-BKCWMBJTSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₉H₆₀O₁₂
• Molecular Weight: 720.90 g/mol
• Exact Mass: 720.40847734 g/mol
• Topological Polar Surface Area (TPSA): 196.00 Ų
• XlogP: 1.90
• Atomic LogP (AlogP): 2.66
• H-Bond Acceptor: 11
• H-Bond Donor: 7
• Rotatable Bonds: 6

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.7135	71.35%
Caco-2	-	0.8705	87.05%
Blood Brain Barrier	-	0.6500	65.00%
Human oral bioavailability	-	0.6143	61.43%
Subcellular localzation	Mitochondria	0.7934	79.34%
OATP2B1 inhibitior	-	0.6013	60.13%
OATP1B1 inhibitior	+	0.8234	82.34%
OATP1B3 inhibitior	-	0.3786	37.86%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	0.6776	67.76%
BSEP inhibitior	+	0.5624	56.24%
P-glycoprotein inhibitior	+	0.7158	71.58%
P-glycoprotein substrate	-	0.5582	55.82%
CYP3A4 substrate	+	0.7207	72.07%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8798	87.98%
CYP3A4 inhibition	-	0.8913	89.13%
CYP2C9 inhibition	-	0.9110	91.10%
CYP2C19 inhibition	-	0.8993	89.93%
CYP2D6 inhibition	-	0.9474	94.74%
CYP1A2 inhibition	-	0.8888	88.88%
CYP2C8 inhibition	+	0.7028	70.28%
CYP inhibitory promiscuity	-	0.9715	97.15%
UGT catelyzed	-	0.6000	60.00%
Carcinogenicity (binary)	-	0.9800	98.00%
Carcinogenicity (trinary)	Non-required	0.6497	64.97%
Eye corrosion	-	0.9892	98.92%
Eye irritation	-	0.9177	91.77%
Skin irritation	-	0.5327	53.27%
Skin corrosion	-	0.9440	94.40%
Ames mutagenesis	-	0.6300	63.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7184	71.84%
Micronuclear	-	0.8700	87.00%
Hepatotoxicity	-	0.7684	76.84%
skin sensitisation	-	0.9024	90.24%
Respiratory toxicity	+	0.5222	52.22%
Reproductive toxicity	+	0.9222	92.22%
Mitochondrial toxicity	-	0.6125	61.25%
Nephrotoxicity	-	0.5572	55.72%
Acute Oral Toxicity (c)	III	0.7014	70.14%
Estrogen receptor binding	+	0.7151	71.51%
Androgen receptor binding	+	0.7365	73.65%
Thyroid receptor binding	-	0.6217	62.17%
Glucocorticoid receptor binding	+	0.5384	53.84%
Aromatase binding	+	0.6431	64.31%
PPAR gamma	+	0.6525	65.25%
Honey bee toxicity	-	0.7657	76.57%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	-	0.5700	57.00%
Fish aquatic toxicity	+	0.9590	95.90%

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	94.88%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	92.50%	96.09%
CHEMBL5608	Q16288	NT-3 growth factor receptor	89.66%	95.89%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	89.61%	95.56%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	88.67%	94.45%
CHEMBL2581	P07339	Cathepsin D	88.28%	98.95%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	86.61%	90.71%
CHEMBL5028	O14672	ADAM10	86.42%	97.50%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	84.64%	91.07%
CHEMBL3137262	O60341	LSD1/CoREST complex	83.99%	97.09%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	83.84%	94.33%
CHEMBL1994	P08235	Mineralocorticoid receptor	83.74%	100.00%
CHEMBL233	P35372	Mu opioid receptor	83.66%	97.93%
CHEMBL340	P08684	Cytochrome P450 3A4	82.87%	91.19%
CHEMBL1293249	Q13887	Kruppel-like factor 5	82.85%	86.33%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	80.66%	96.77%

Plants that contains it

• Akebia quinata

Cross-Links

• PubChem: 163004504
• LOTUS: LTS0117113
• wikiData: Q105140942